Escape the hustle and bustle of the city when you stay at this charming Orleans studio! Perfect for a couple, a small family, or a few close friends, this vacation rental offers easy access to Nauset Beach and features modern home conveniences including cable and free WiFi. SeaWind Guest Studio...

Perfect house for family vacations or weekend getaways! Prime location in the town of Orleans, Cape Cod. Walking distance to town as well as the Harbor. Less than 2 miles to Skaket Beach and 6 miles to Nauset Beach. Full amenities, washer, dryer, dishwasher and an outside Shower! Nicely...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

For the ultimate Cape Cod retreat, stay at this charming shingle-style cottage in Orleans. You'll have stunning views of the water just out your back door, a cozy interior with a fireplace, and plenty of outdoor space on the deck and sunroom - complete with a gas grill. Located in the ocean...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

When it's time for your next vacation, make this prime lakefront Orleans home yours, and enjoy beautiful views in a secluded, tranquil setting with close proximity to town. You'll have access to private and public docks and two kayaks. Ideal for large families, couples, or groups, this home offers...

Location, location, location! This charming two bedroom beach cottage, which was fully renovated in 2018, is ideal for your Cape vacation. Nestled on a private road, this little piece of heaven is conveniently located to literally everything the Cape has to offer: Robert’s Cove (a 2-minute walk...

Our charming home is well appointed with all you need to have a great vacation. Air conditioned, fully furnished kitchen to make your meals, barbecue grill in the backyard. The deck is surrounded by mature trees and plants adding a beautiful setting for a relaxing vacation. A fabulous outdoor...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

10 Captain Curtis Way, Orleans (ID#18436) 2019 Season! Cute as a button with Seaside touches and well equipped for your Cape Cod Vacation! Located on a lovely, quiet street with easy access to Nauset Beach and the Village of East Orleans. Living/Dining/Kitchen Area is centrally located with 2...

Private, beautiful family home located on a child-safe street in East Orleans. Three levels of living for a maximum of 10 people. Plenty of room for all. The deck with dining table overlooking private back yard is located off the kitchen. Outside shower and spacious back yard. Garage is where...

Walk to Meetinghouse Pond, 3 season porch, pet friendly This beautiful Cape Cod home sits on Barley Neck, a small peninsula just a few minutes drive to Nauset Beach. Surrounded by Meeting House Pond and Little Pleasant Bay, this area is harbored from the Atlantic Ocean by Pochet Island. From this...

238 Tonset Road, East Orleans (ID# 113528) 2019 Season! Charming home near Town Cove and Asa s Landing. This beautifully decorated, pristine 3 bedroom home also has an adorable 1 bedroom cottage right next door. Perfect for the group that needs a little privacy or extra room. Equipped with...

9 Archer Lane, East Orleans (ID# 19110) ~ Pochet Association 2019 Season! Wonderful home on Pochet Inlet in the Pochet Association with beautiful views & beach access! This charming 4 bedroom, 2.5 bath home has lots of room and is located just down the road from the private footbridge that crosses...

21 Manito Road, East Orleans (ID# 114251) ~ Overlooking Meetinghouse River 2019 Season! Lovely waterfront home on Meetinghouse River. First floor includes open living / dining area, eat- in kitchen with stainless steel appliances, 3 bedrooms and 2 full baths. 1st Bedroom King Bed with slider to a...

101 Brick Hill Road, East Orleans (ID# 124107) Ocean Harbor Asociation 2019 Season! Attractive home in East Orleans in the Ocean Harbor Association with deeded access to Mill Pond (3/10 mile) and an association tennis court (1/10 mile). 1.4 miles to beautiful Nauset Beach. Relax on the expansive...

29 Greymoor, East Orleans MA (ID#18520) close to nauset Beach and East Orleans Village 2019 Season! Quiet neighborhood nicely landscaped, beautifully decorated, bright contemporary CENTRAL AIR home with an open floor plan, and modern amenities Wonderful New Deck, and driveway. Located at the end...

Enjoy the comfort of this conveniently located and well-appointed newer home. Nauset Beach (oceanside) with full amenities (restrooms, outdoor showers, Liam's for seafood, burgers, ice cream and more) is just a short drive (3.5 mi) from the house. Skaket Beach on the Cape Cod Bay with its long...

170 Beach Rd. Cottontail Cottage #12, East Orleans,MA( ID# 37244) .5 mile to Nauset Beach 2018 Season! Located less than 1/2 mile from pristine Nauset Beach on the Atlantic Ocean, this cozy 4 Bedroom 2 Full Baths home has all the amenities for an excellent beach vacation on Cape Cod. Make home...

This 6000 sq-ft luxury Estate is a gracious oasis of tranquility with mesmerizing views suitable for family vacations & executive corporate retreats. This luxurious estate features four large Master Bedroom Suites, Elevator, A dinning room that seats 16, Large Living Room, Great Room, Game/Media...

5 Blueberry Island Road, Orleans, MA (ID# 18404) 2019 Season! Bright and spacious home just a short distance to Cape Cod Bay and Skaket Beach! This wonderful home provides all amenities and has cathedral ceilings in the living, dining and kitchen areas. 3 Bedrooms (2 Queens, 2 Twins) and 2 Baths....

ID# 40510, 10 Cedar Land Road, East Orleans 2019 Season! Everything you want in a vacation home and plenty of space for everyone to enjoy it! Central a/c, wonderful level yard, deck and patio with sliders from both first floor family room and dining area complete the attractive outdoor living...

8 Stony Island Way, Orleans MA (ID# 96304) 2019 Season! Waterfront on Woods Cove with views out to Nauset Marsh. A great launch site for canoes or kayaks to explore Nauset Marsh and the beach. 5 bedroom, 4.5 bath home in East Orleans on 2.5 acres adjacent to 5 acres of conservation with privacy and...

Great location. Short walk down Beach Road to Nauset Beach, which many call the best Cape Cod beach. Spacious master bedroom on top floor. Beautiful view toward Nauset Beach from upper deck. Contemporary style. Beautiful lawn and plantings. East Orleans is part of the Quiet East Side of the...

Deeded access to Crystal Lake, central A/C, water views This brand new luxury 3 bedroom home with central AC sleeps 8. It is a state of the art home built in 2014 with views of Crystal Lake in Orleans. Direct deeded access to Crystal lake comes with the home through short path down from the...

19 Uncle Harveys Way (ID #130652) ~ 3 Bedroom Home with WiFi and a/c units 2019 Season! Not far from town landing for launching your kayak. Three bedroom 2.5 bath home that sleeps 7. One king and 5 singles. About a 1.4 miles to Nauset Beach in Orleans. Spacious, airy and bright best describes this...

2 Greymoor Way, East Orleans ( ID# 18282) ~ 4 Bedroom 3 Bathroom ~ Near Nauset Beach and Village of East Orleans 2019 Season! A great vacation home with Nauset Beach just moments away! Enjoy the spacious open living, dining & kitchen area, wrap around deck, whirlpool tub in the masterbath, A/C,...

Come to your very own private resort on Cape Cod. Located directly on Nauset Harbor on the Eastham\Orleans town line, The Jeremiah House is the place to be for your quintessential Cape Cod getaway. This luxury home is the perfect convergence of classic old Cape Cod architecture and charm with...

Just Remodeled, All new furniture! This Gorgeous 4 bedroom Captain's house in East Orleans was remodeled spring of 2017 and has all new furniture! There is new paint throughout, full central AC, brand new beds, furniture, toilets and sinks. The property is on a road in the heart of East Orleans...

27 Pond Road, Orleans (ID# 22347) 2019 Season! Nestled on a private 1.5-acre landscaped and wooded lot, this charming and newly constructed home combines comfort with gracious living! The large kitchen features high-end appliances, marble counters, breakfast booth with bay windows and opens to the...

25 B Doane Road, East Orleans (ID# 106441) Nauset Heights 2019 Season! Adorable 2 bedroom cottage in Nauset Heights. Peeks of Mill Pond and around the corner from the landing. Cute, clean and charming 2 bedroom, 1 bath cottage with central air conditioning, part of the Pilgrim Lane cottages....

170 Beach Road Unit 6 (ID# 39662)~ One Bedrom Cottontail Cottage~ A/C East Orleans 2018 Season! This cute unit is the right hand side of a duplex in a quaint cottage colony, Cottontail Cottages on Beach Road in East Orleans---less than 1/2 mile to Nauset Beach! Each side has central air...

Vintage Nauset Heights cabin, 5 minute walk to beach Classic Nauset Heights home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean and Nauset Marsh. Short walk to inlet and ocean beaches. Vintage, rustic cottage character in unbelievable location. Great value...

35 Freeman Lane, East Orleans (ID# 38010) 2019 ! Cape Cod Charm in East Orleans, with a sparkling new kitchen! Lovely yard with spacious lawns, beautiful landscaping in a completely private setting. Central A/C, lots of living area, and comfortable furnishings add to the charm of this home. 4...

Private, beautiful open layout, sleeps 8. Completely remodeled kitchen all new appliances for 2019! Beautiful open layout with updated furnishings on Nauset Heights! 10 minute walk to Nauset Beach via semi private path/ road. Unique extras like large outdoor shower, original artwork, and private...

170 Beach Road Unit #5 (ID# 39659) Cottontail Cottage ~ Central Air ~ East Orleans 2018 Season! This cute unit is the left hand side of a duplex in a quaint cottage colony, Cottontail Cottages on Beach Road in East Orleans---less than 1/2 mile to Nauset Beach! Each side has central air...

Three bedroom with A/C * Wireless Internet * NO Pets Accepted 2019 Season! Located on a quiet street in a private setting this 3 bedroom, 3 bath tri-level home is just 1/2 mile to Rock Harbor & a short drive to Skaket Beach and the local shops and restaurants in Orleans! There is an AC unit in...

15 Mill Pond Road, East Orleans, MA ID# 18164 ~ Mill Pond Area 2019 Season! Beautifully decorated home in the desirable Mill Pond area and with central air!. This comfortable home has an updated ktichen with new appliances, countertops, and flooring. Gorgeous Great Room with Cathedral Ceiling and...

Home sleeps 14 close to Nauset Beach 2018 Season, NAUSET BEACH only 2/10 of a mile away! Nestled at the end of a gravel cul-de sac, this well-loved home is ready to become the canvas for new Cape Cod memories. 6 Rabbit Run was designed for entertaining & accommodating family & friends. The Great...

21 Nauset Road, East Orleans (ID# 18461) ~ Nauset Heights 2019 Season! Nauset Heights! This is the charming, pine paneled beach cottage we all think of when we picture Cape Cod. Uninterrupted Atlantic Ocean views from almost every room - just over the dunes is the beach! Expansive deck for...

156 Pochet Road (ID #129929) ~ Pochet Association Three Bedroom Home ~ Pochet/Nauset Beach Area 2019 Season! Relax and unwind in a wonderful home in the Pochet Association of East Orleans where you have access to beautiful Nauset Beach and the Atlantic Ocean! Be carefree ...no worries about parking...

11 Surf Boat Lane, East Orleans MA (ID# 18338) ~ Nauset Heights 2019 Season! Gorgeous new Kitchen!Casual living in Nauset Heights! Follow down road to the path that takes you through dunes to the ever so popular Nauset Beach on the Atlantic Ocean. Large contemporary 4BR/ 2.5BA home. Main level...

Wonderfully private setting offers great value This home was just purchased by a new owner and has all new bedding & furnishings! This property is a 5 minute drive to world-renowned Nauset Beach. The neighborhood itself offers many picturesque walks including access to Town Cove and many nearby...

51 Chickadee Lane, East Orleans 2019 Season! Beautiful East Orleans home with 3 Bedrooms, 2 1/2 baths, Central Air and Wi-Fi. Main level includes 2 nicely sized bedrooms, 1 1/2 baths, kitchen, dining, deck, living room with HD flat screen TV with cable, and fireplace. Newly finished lower level...

Walk to town, minutes to Nauset Beach. Dog friendly with central AC! Centrally located in Orleans, this pet friendly 4 bedroom 2.5 bath boasts a stunning waterfront setting that is only steps from Main Street for boutique shopping, bars, restaurants and gourmet grocery and wine shops. Experience...

Peaceful setting with nature views close to Nauset Beach, bikes and kayak included This 3 bedroom, 2 bath cottage is uniquely positioned on a very private road next to a kettle pond in East Orleans. The views of the pond are beautiful and the area attracts many coastal and inland birds for a...