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Vacation Rentals and Houses in Cape Ann, MA
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Massachusetts (MA)
Cape Ann Vacation Rentals
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Internet or Wifi (377)
Air Conditioning (327)
Other outdoor space (298)
Grill (280)
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Suitability
Kid friendly (344)
Pet friendly (109)
Smoking allowed (3)
Wheelchair access (0)
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Property type
Vacation Rental House (290)
Condominium/Apartment (88)
Cabin Vacation Rental (0)
Private Room (0)
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Waterfront (87)
Boat Available (11)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Hammond Castle Museum
Halibut Point State Park
Good Harbor Beach
Fishermen's Memorial Monument
Bearskin Neck
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378 rentals
in Cape Ann.
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
31
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
20
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
41
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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4 Bedroom LUX House/with Pool Next Door
168
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
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Elegant Italian Villa On The Scenic Coast of New England
28
Rental Home
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10 bedrooms
6 bathrooms
Sleeps 18
Match:
Sleeps
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Single Level Home - Steps to Downtown Gloucester & A/C throughout
19
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
26
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Perfect Rockport Downtown Vacation Destination
28
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Featured on HGTV's Beach Hunters
26
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
25
Rental Home
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Gladview Rockport Apt #gladview#thacher
35
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Quaint getaway with full kitchen and lush yard - close to the beach and downtown
105
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven
29
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Dog-Friendly, Waterfront Home with Washer and dryer & Two Decks
30
Rental Home
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1 bedroom
2 bathrooms
Sleeps 4
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The Duval House
11
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
14
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi
20
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 5
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NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.
14
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 10
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Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family View Annisquam
38
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 15
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Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center
23
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
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Adorable Beach house with lots of outdoor space and steps to Long Beach!
17
Rental Home
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2 bedrooms
1 bathroom
Sleeps 7
Match:
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2 Bd/2 Bth with ·King bed ·2 floors · Private Parking · Downtown Rockport
7
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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End of an Era: limited days between now and January 10th - Then POOF!
22
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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Sweet cozy house located in Pigeon Cove
33
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Wonderful home sitting right between two terrific beaches!
23
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Walk to Good Harbor Beach, pet friendly, family beach home
57
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Sunset Views, Waterfront Property, Dock - Sleeps 12
25
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 12
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Luxury 1900's romantic retreat steps from the beach - King Suite!
20
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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HEART OF HISTORICAL ROCKPORT with Reserved Parking
11
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
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A tranquil ocean retreat steps from the water's edge
5
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Relaxing Rivers Edge Main Street Retreat
18
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
13
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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Holbrook House: Charming Rockport Village Cottage, Walk To Everything!
27
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
23
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
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NEW 1BR with Private Deck + Ocean Views· Private Parking · King Bed
13
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Quaint Two-bedroom House with Ocean Views in the South End of Rockport
18
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 5
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WALK TO BEACH! Conveniently located! Booking for June & Sept 2025!
33
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 6
Match:
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3BR/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
26
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
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Charming, Modern 3 BR Home near Good Harbor Beach (Gloucester)
28
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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First Period Colonial Lodging in Gloucester MA
12
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
8
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
26
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Grafton Estate: Ultimate Luxury With Private Beach
10
Rental Home
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8 bedrooms
7 bathrooms
Sleeps 13
Match:
Sleeps
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Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
38
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
21
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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Beach dreaming??
15
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
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Sweeping saltmarsh & river views, birdwatching, great restaurants, cozy peace.
18
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
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Long Beach Suites: Ocean Views, Book 2025 Already!
14
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Majestic summer rental
4
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Stunning Views from Beachfront House in Manchester-by-the-Sea!
21
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 11
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Showing results 1-50 of 378
Frequently Asked Questions about Cape Ann
Do any vacation rentals in Cape Ann have a pool?
Yes, here are some popular vacation rentals in Cape Ann that have a pool:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
See all vacation rentals with a pool in Cape Ann on Tripadvisor
Do any vacation rentals in Cape Ann have internet access?
Yes, here are some popular vacation rentals in Cape Ann that have internet access:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
See all vacation rentals in Cape Ann on Tripadvisor
What are the best pet friendly rentals in Cape Ann?
The best pet friendly rentals in Cape Ann are:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Gladview Rockport Apt #gladview#thacher
See all pet friendly vacation rentals in Cape Ann on Tripadvisor
What are some great rentals in Cape Ann that are kid friendly?
Some of the most popular kid friendly rentals in Cape Ann are:
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
See all kid friendly vacation rentals in Cape Ann on Tripadvisor
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