We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Chatham Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $377 Average
    $0$1,000+
    Suitability
    More filters
    All 446 Rentals in Chatham
    Sort by:
    Default
    Travelers to Chatham are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    4.5 of 5 bubbles
    3 Reviews
    1 BedroomSleeps 2Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    5 of 5 bubbles
    3 Reviews
    3 BedroomsSleeps 10Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    5 of 5 bubbles
    4 Reviews
    3 BedroomsSleeps 6Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 10Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed September 30, 2016
    We had a lovely weekend here while attending a family wedding. The house was comfortable and equipped with everything a family might need. The neighborhood is quiet and an...
    See all reviews
    About this property
    This bright and airy family-friendly home is just a 1/2 mile walk to this fabulous sandy beach where you can enjoy swimming both on Nantucket Sound or in the milder waters in the adjoining tidal creek. Ridgevale Beach is one of Chatham's most popular destinations for vacationing families. A clean,...
    View all property information
    Location Information
    West Chatham, Chatham 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    5 of 5 bubbles
    2 Reviews
    4 BedroomsSleeps 8Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed October 8, 2016
    I had no idea how large my family had grown until I set out to organize a weekend in Chatham, MA. We started as a family of 3; 2 little girls and a dad. Now we're a family of...
    Excellent of 5 bubbles
    Reviewed August 19, 2016
    What a perfect rental! From the beginning, owner Sue was extremely helpful and responsive. The beautiful pictures on the website don't even do it justice- the house was...
    See all reviews
    About this property
    Chatham Beach house... walk to Harding's Beach in Chatham. Wonderful home, great for families! Outdoor Shower, wrap-around porch with patio furniture and grill, hammock to relax, Cable TV, DVD player (family movies on site), wifi included, full kitchen, laundry, garage, plenty of parking. Just...
    View all property information
    Location Information
    West Chatham, Chatham 02633
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    3 BedroomsSleeps 6Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in a private garden setting a delightful 3 bedroom / 1.5 bath home in Hardings Beach Hills is available to rent this season. With access to Buck's Creek flowing to Nantucket Sound, you can launch your kayak, fish or crab from the private association neighborhood dock and picnic area just...
    View all property information
    Location Information
    Chatham, Cape Cod 02669
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    2 BedroomsSleeps 5Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENOVATED very bright, beachy condo, 2bdrms/2bths. This unit comes equipped with AC, fully stocked kitchen and 2 decks to enjoy your wine/coffee. The decks overlook Little Mill Pound. This condo is located in town and the famed, kid friendly Oyster Beach & Lighthouse Beach are a 10 minute...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    5 of 5 bubbles
    1 Review
    5 BedroomsSleeps 10Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed September 23, 2014
    Amazing home with a great owner who was 100 percent accessible our whole trip. Huge house, our party of 10 didn't even know one another was there. Highly recommend the...
    See all reviews
    About this property
    Welcome to the Whydah Figawai - a privately-owned five bed room vacation home in exclusive North Chatham, just a few steps away from the private beach on Pleasant Bay. This traditional Cape Cod home is located in a serene setting and offers the perfect combination of quiet and accessibility for...
    View all property information
    Location Information
    Chatham, Cape Cod 02650
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    1 BedroomSleeps 2Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife! Welcome to The Chatham Bars Carriage House, located within walking distance to Historic Main St. with it's endless variety of boutiques, restaurants, galleries, and nightlife! Enjoy this traditional, yet well-appointed...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    5 BedroomsSleeps 11Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NOTE - Not available to book until mid Feb deadline for family and friends to sign up. Wonderful, family-friendly, 5- bedroom house close to town. One ground-floor bed/bath. Fenced-in, flower filled, back yard with outdoor shower, grille, table and chairs, deck/patio. Walking distance to town or...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 11
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Private Yard
    • Central Heating
    • DVD Player
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous opportunity to rent this impeccably maintained home located in desirable Chatham neighborhood south of Route 28. Forest Street Beach on Nantucket Sound, a little piece of heaven, just 5/10th's of a mile, +/- down the street. This charming, upscale beach house has been beautifully updated...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    3 BedroomsSleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Patio
    • Parking
    • Wi-Fi
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location!! New, lovely furnished home in a quaint little Cape Cod village off Main Street. Minute(s) walk to shops, restaurants, movie theater, library, Chatham Bars Inn, Oyster Pond, Claflin Landing and Lighthouse Beach. Won't need to get in your car to vacation here! Chatham...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Inquiry
    4.5 of 5 bubbles
    4 Reviews
    6 BedroomsSleeps 12Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Outdoor Dining Area
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed August 31, 2013
    Pros:1-Location few miles from the center of town, 2-Walking distance from forest beach (not good for swimming). 3-Accomedate large groups. Cons:1-It is an...
    See all reviews
    About this property
    This lovingly restored Greek Victorian former bed and breakfast has 6 bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over from Nantucket many years ago to its present site. Amenities include a Wolf range, granite counter tops, dishwasher, 2 cable TVs...
    View all property information
    Location Information
    Chatham, Cape Cod 02659
    Private Room - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Inquiry
    3 BedroomsSleeps 6Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    #602 - Port View Home:  Nantucket sound awaits you in this sweetie beach house. Pull in the driveway, look to the left ... All you see is OCEAN. Magnificent Nantucket Sound with white sandy beach just waiting on you to put down the beach blanket and take a dip! Port view home offers great living...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    5 of 5 bubbles
    3 Reviews
    4 BedroomsSleeps 8Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 21, 2015
    This was a really beautiful home. An exciting mix of old and new, set on a lovely property, overlooking a lake. Sunrises and sunsets are breathless. Room enough for eight. State...
    Excellent of 5 bubbles
    Reviewed August 7, 2015
    Joy was a pleasure to work with. She was prompt with her communications to us. She explained everything we needed to do (having never done this before). The house was great...
    See all reviews
    About this property
    Enjoy this spacious home on the Monomoy River with glimpses of Pleasant Bay. Recently renovated, our home boasts a gourmet kitchen with granite counters, 6 burner Wolf cooktop and Sub Zero refrigerator and wine frig . The kitchen opens to a deck perfect for al fresco dinners watching the sunset....
    View all property information
    Location Information
    Chatham, Cape Cod 02148
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 10Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed October 31, 2016
    We loved our stay and our vacation was one to remember! The home was great. It was very clean, well kept and comfortable. It was conveniently located and we were on the go every...
    See all reviews
    About this property
    Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are bright and nicely appointed with...
    View all property information
    Location Information
    Chatham, Cape Cod 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • DVD Player
    • Grill
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, very bright, beachy home with SEPARATE guest house! This home comes equipped with AC, fully stocked kitchen and deck to enjoy your wine/coffee. Not to mention a private enclosed lawn to relax or play on. Located in the HEART OF TOWN. Walk out the driveway and you will find yourself...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    5 of 5 bubbles
    1 Review
    1 BedroomSleeps 4Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 29, 2016
    It was a nice little spot for my boyfriend and I to get away for the weekend. Had no issues with the facilities. Please keep in mind the cabin isn't air conditioned. There are...
    See all reviews
    About this property
    An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest located on White Pond. This true Cape cottage is ideal for a couple or a small family. It has a complete kitchen/ living area with a pull out sofa bed, one bedroom with 2 twin beds...
    View all property information
    Location Information
    West Chatham, Chatham 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    4 BedroomsSleeps 10Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Patio
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is...
    View all property information
    Location Information
    North Chatham, Chatham 02650
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    2 BedroomsSleeps 6Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this adorable, classic 2 bedroom and 1 full bath Cape beach cottage only a 10 minute walk to Nantucket Sound beaches. Amenities include dishwasher, washer/dryer, one window air conditioning unit, cable TV (with basic cable) with VCR & DVD, microwave, board games, children's books and videos,...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    4 BedroomsSleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Donnadune. Pet Friendly! Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court. Peak Summer Weekly Rates:  last week of June until the first week in September: $5,200 - $5,500/week Steps onto the large deck lead you to the entryway of this Cape home....
    View all property information
    Location Information
    North Chatham, Chatham 02650
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    2 BedroomsSleeps 6Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $1725 per week, including the cleaning fee ~~ Off Season: $1125 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Recently remodeled cottage with central air is close to shopping and restaurants in downtown Chatham, baseball games at Veteran's Field,...
    View all property information
    Location Information
    North Chatham, Chatham 02650
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    4 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Parking
    • Grill
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming house completely renovated in the perfect location - central to all that Chatham and the Cape have to offer. Enjoy the downtown Main Street, restaurants, beaches, Chatham A's baseball, outdoor concerts and the fishing pier only a short stroll away. When you return for the evening enjoy the...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 6Quick View
    other traveler has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Outdoor Dining Area
    • DVD Player
    • Parking
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 11, 2016
    We absolutely loved our stay at this charming seaside home, it feels like someones primary residence not a rental. The home is bright, open and beautifully appointed, plenty of...
    See all reviews
    About this property
    0.1 mile from a popular summer Nantucket Sound beach… can walk or ride or /access to private beach via path along marsh just steps away from the house quiet family area… ranch / cottage style house with summer beach flavor with views of Taylor Pond 1 bathroom / eat in kitchen / deck / Weber gas...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    4 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $6450 per week, including the cleaning fee This recently renovated antique farmhouse is filled with upscale furnishings and is practically in the center of town! Located on large lot, it offers a wonderful mixture of new and old. There is one bedroom on the first floor with a...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    5 of 5 bubbles
    5 Reviews
    2 BedroomsSleeps 8Quick View
    other travelers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Balcony
    • Porch
    • Air Conditioning
    • Patio
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed February 21, 2017
    Great property & perfectly located. Close to beaches, shopping & restaurants. The house is very beautiful and spacious. Quick check in and check out & quiet & secluded property.
    Excellent of 5 bubbles
    Reviewed February 17, 2017
    Our family visited Chatham numerous times over the years. We stayed at Chatham Bars Inn, Wequassett Resort, and other rentals. By far, Oysterpond Townhome Unit 32 was the best...
    See all reviews
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible two bedroom, three full bathroom end-unit with gorgeous direct water views of Oyster Pond. Beautifully decorated with charming interior decor....
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    3 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rates: $4425 per week, including cleaning Off-Season: $3125 per week cleaning Weekly rentals from mid-JUNE to mid-SEPT Stunning, new home located on Oyster River with breathtaking views of the river and marsh. Enjoy your afternoons after the beach watching the birds and wildlife from...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    4 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rates: $2600 including the cleaning fee. Off-Season: $1700 including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Wonderful, light and bright summer home located just steps from Taylor's Pond, the Eel River and the warm waters of the Nantucket Sound. Even better, there is a...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    4 BedroomsSleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Roll out of bed and onto the shore of one of the most beautiful beaches on Cape Cod! Hardings Beach is miles of fun, family friendly, coastline and this beautiful classic turn of the century Chatham rental house is located less than 3 minutes walk to the sand! This charming turn of the century...
    View all property information
    Location Information
    South Chatham, Chatham 02633
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    3 BedroomsSleeps 6Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate ~ $1650 per week, including the cleaning fee Off-Season: $1200 per week, including the cleaning fee Comfortable summer rental home in a great central location! This three-bedroom ranch sits on a quiet street located in West Chatham. Just a quick drive in one direction to spend the...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    4 BedroomsSleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Patio
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $2800 per week including the cleaning fee ***FRIDAY TO FRIDAY RENTAL*** ~~~ Off-Season: $2200 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Charming, antique home located in North Chatham with a pretty, private yard and distant views of the ocean...
    View all property information
    Location Information
    North Chatham, Chatham 02650
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    4.5 of 5 bubbles
    2 Reviews
    5 BedroomsSleeps 10Quick View
    Check In Check Out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 1 week ago
    With family and friends out for our daughter's wedding in Boston last September we wanted a place immediately afterward for an extended reunion. It was all made possible on a...
    Excellent of 5 bubbles
    Reviewed 1 week ago
    My boyfriend and I rented this home with two other couples for a relaxing getaway in our favorite spot on Cape Cod - Chatham! The house was so beautiful and newly renovated...
    See all reviews
    About this property
    Central Air and Pet Friendly! Totally Updated 5 Bedroom Cape Cod Vacation Rental Family Home in Chatham on the way to Cockle Cove Beach. Peak Summer Weekly Rates:  last week of June until the first week in September: $3,800- $4,200/week. Large family? No problem! Can't leave home without Fido?...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    3 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 mile to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 2 miles to Main St., Chatham for shopping,...
    View all property information
    Location Information
    North Chatham, Chatham 02650
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Check In Check Out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated condo in North Chatham. Enjoy this lovely condo with all amenities including Central AC mini split, WiFi, and new furnishings. Sleeps 4. Read on to learn more about our Chatham Mass Vacation Rentals Peak Summer Weekly Rates:  last week of June until the first week in September:...
    View all property information
    Location Information
    North Chatham, Chatham 02650
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    3 BedroomsSleeps 5Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $2275 per week, including the cleaning fee Off-Season (June only): $1675/wk including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT Located in a quiet neighborhood, 1/4 mile from Forest Beach. Charming home with a comfortable living room. Bright & spacious sun room...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous sprawling home on 3 acres is surrounded by 50 acres of conservation land. It is extremely private, very quiet, has its own pond, and plenty of space for sunbathing and outside play, large, expansive decks, lots of room for entertainment inside and out. It is completely equipped with...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Inquiry
    3 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Waterfront
    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $3000 per week including the cleaning fee ~~ Weekly rentals from mid-JUNE to mid-SEPT Fabulous Cape Cod beach rental located steps from Nantucket Sound with breathtaking views from the huge deck overlooking the marsh and the ocean. Airy, light and bright decor. Finished walkout...
    View all property information
    Location Information
    South Chatham, Chatham 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Terrace
    • Washer
    • Internet Access
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring gorgeous gardens and outdoor spaces to explore, a luxurious and updated interior, and all the comforts of home, this beautiful rental has it all! Ideal for two guests, this would be a fantastic place for a honeymoon, couples getaway, or even a relaxing solo retreat. Nestled in a quiet...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    3 BedroomsSleeps 6Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $2775 per week, including the cleaning fee Off-Season: $1175 per week, including the cleaning Weekly rentals from mid-JUNE to mid-SEPT Lovely, updated condo with water-views of the Nantucket Sound. Light and bright with comfy upscale furnishings. Located on a quiet side street in...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    3 BedroomsSleeps 7Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: Cape Sunsations! Views- Views- Views from every room! Updated Luxury Waterfront Cape Cod Vacation Rental Home In Chatham, offering over 3100 square feet of living space. Peak Summer Weekly Rates:  last week of June until the first week in September: $4,900/week. Updated Luxury...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    4 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $4225 per week, including the cleaning fee ~~~Off Season $3225 per week, including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT You will LOVE this beautiful home located in the Bailey's Path neighborhood, a lovely year round residential complex. The house is filled...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    4 BedroomsSleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $6250 per week, including the cleaning fee Off-Season $4450 per week, including the cleaning fee The perfect place for a most memorable and rewarding vacation. New owners of this original Morris Island home have brought in all new furnishings and bed sets. The spacious open floor...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    3 BedroomsSleeps 7Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Patio
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: In Season, $3175 per week, including the cleaning fee No Off-Season Weekly rentals from mid-JUNE to mid-SEPT Recently renovated three bedroom home with beautiful views of Red River Marsh and Nantucket Sound! Filled with new furnishings and appliances, this spacious home offers...
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    4 BedroomsSleeps 12Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Patio
    • Parking
    • Internet Access
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This perfectly situated Chatham rental is welcoming to you and your four legged friends. Located close to Shore Road, you and your guests will enjoy the best of being close to the water and close to Main Street. Walk to town on sidewalks and enjoy the amazing shops and restaurants. Walk to the...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Inquiry
    4 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $2300 per week, including the cleaning fee ~Off-Season: $1200 per week, including the cleaning Weekly rentals from mid-JUNE to mid-SEPT Light and bright 4 BR home, in a great central location! This recently updated home is across from the school tennis courts and playing fields,...
    View all property information
    Location Information
    Chatham, Cape Cod 02650
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    4 BedroomsSleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Patio
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate ~ $3050 per week including the cleaning fee. ~~ Off-Season: $2200 per week including the cleaning fee Weekly rentals from mid-JUNE to mid-SEPT This recently renovated four bedroom beach cottage is in the heart of the beautiful and kid-friendly Hardings Hills area. It offers a...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $13,500.00/week Peak Season (7/15 - 8/19) $12,500.00/week On Season (7/1 - 7/15 and 8/19 - 9/2) $11,500.00/week Off Season Gorgeous panoramic views of Stage Harbor, Nantucket Sound and Outermost Harbor from every room in the house. Private dock, multiple decks, a swimming pool and an incredibly...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 11
    Make Inquiry
    4 BedroomsSleeps 8Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2017 Rental Rate: $1675 per week, including the cleaning fee Off-Season: $775 per week, including the cleaning fee Light and bright 4 bedroom home on quiet cul-de-sac in South Chatham. Comfortable furnishings throughout. Large upstairs bedrooms offer extra seating space too! Nice back deck off the...
    View all property information
    Location Information
    South Chatham, Chatham
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    5 BedroomsSleeps 12Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    42 Seastrand Chatham This 5 bedroom home is ideal for two groups to spend a vacation together. Two Master bedrooms, one on the first floor and one on the second floor. Open kitchen and living area. The kitchen is gourmet with silestone counter tops. This cape boasts a magnificent great room with...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    4 of 5 bubbles
    1 Review
    4 BedroomsSleeps 9Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This rental property boasts both a main house and fully equipped cottage, great for extended family or friends. The main house has 3 bedrooms and 1 full bath. Amenities include central AC on the first floor and window AC units in the upstairs twin bedroom, washer, dryer, dishwasher, TVs with...
    View all property information
    Location Information
    Chatham, Cape Cod 02659
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Inquiry
    Previous
    Chatham Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    47° 34°
    April
    56° 42°
    May
    65° 52°
    June
    71° 57°
    July

    Additional Chatham Info

    View Map
    • Local time: 01:51 AM (EDT)
    List your property
    Owner log in