
Vacation rentals in Cape Ann
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Top-rated vacation rentals in Cape Ann
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4 Bed Water View w/ Parking
Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

3 Bedroom Apartment with parking on Bearskin Neck
Built in 1822, the Sound House is conveniently located on Bearskin Neck. The upstairs apartment is renovated with brand new oak floors, new bathrooms, and updated living area. The unit features 3 bedrooms and 2 full bathrooms, with laundry as well as 3 parking spaces in the back of the building. The kitchen includes cooking utensils, with an electric grill and butane burner for outdoor cooking on the new deck overlooking Cape Ann. Enjoy Rockport while creating new memories at the Sound House!
Wonderful Rocky Neck home on Gloucester harbor
2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

Old Harbor
Right on the Old Harbor on Bearskin Neck, a 2 story light, airy apartment just steps from shops, restaurants, and beaches-the top two floors of the building. Amazing views from large bay windows, enormous deck complete with table and chairs. Two beds (1 Queen, 1 Full) + a full-size pullout sofa. One on-site parking space for a small to mid-size car. Mini-split A/C units on each floor. Bring your kayak or paddleboard, step down 3 stairs and you are in the water! Have a good swim!

Rockport Getaway near ocean, music hall & downtown
This private, newly-renovated, well-appointed entire two-bedroom garden apartment comfortably sleeps four with full kitchen, bathroom, washer/dryer, central A/C. Desirably located, just steps to Rockport Harbor, restaurants, shopping, Shalin Liu Performance Center and short walk to beaches. Free onsite parking for two cars. Exclusive side yard use with patio, outdoor furniture and table. Bright & airy, it's a quiet, restorative getaway. Available for longer winter rental too.

Bearskin Neck Rockport ★ Amazing Views ★ Parking
From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the New England coast. Come fall in love with charming Rockport!

Charming Toe-Hold, A Short Walk to Town and Beach
Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Sea Vagabond - Watch the waves, stroll to the sand
"The Sea Vagabond House is an expanded 1932 summer cottage, with spectacular views of the ocean waves, with the tidal Saratoga Creek offering a mesmerizing and changing scenes from inside and outside this charming vacation home. The home sleeps eight comfortably in beds. Each level offers a full bathroom with a bathtub/shower. There are plenty of bath towels and beach towels for each guest. "Comfortable, clean and close to the beach, we will return."

Halibut Point State Park. Nature Lovers Retreat
"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Downtown Cottage-DeckツParkingツOceanツBeachesツShopsツ
Discover coastal charm at this historic Rockport, MA gem! Breathtaking seaside views, beaches, cafes, art shops, and the Shalin Liu Performance Center nearby. Walk to iconic Motif #1, kayak, hike, or unwind at the beach. Explore nearby Salem, MA, known for its witch trials history, or take a day trip to bustling Boston, just a short drive or train ride away. Experience the best of New England coastal living. Book now!

Family Friendly Home|Walk to Ocean+Downtown RKPT
KEY FEATURES: ☀️Full home with 2 levels and private yard with BBQ ☀️New AC mini split system for hot summer days ☀️Newly remodeled bathroom with walk in shower ☀️Fully equipped kitchen ☀️Washer and dryer ☀️Hi-speed WiFi ☀️Family Friendly Amenities - pack and play, high chair, toys, and more! ☀️2 parking spots ☀️Beach essentials provided in the shed- chairs, beach towels, toys and more! ☀️Board games and books

Ocean View unit with Private Roofdeck in Rockport
Enjoy beautiful ocean views from Bearskin Neck! This cute and cozy 1-2 bedroom unit has been completely renovated. Nice bright colors and sea decor thoughout. Downtown Bearskin Neck location offers beaches, harbors, kayaking, ocean breezes and fresh seafood - all steps from your door! Unit has private roofdeck with astonishing views. Enjoy relaxing on the roofdeck with a glass of wine while watching the sunset!
Popular amenities for Cape Ann vacation rentals
Cape Ann beach vacation rentals

Loft Apartment With Ocean Views

Mary's By The Sea

Harborside Retreat on Bearskin Neck

Harbor Place - Airy hideaway over Rockport Harbor

Harbor View Walk to Beach & Town, 6Guests KingBeds

Downtown Waterfront Escape: Views, Parking & Deck!

*Beachfront* Vintage Coastal Cottage - Relaxation

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!
Cape Ann house rentals

Ocean views! Welcome to Sea Breeze! Winter rates!

Charming waterfront home. Patio, AC, Shops, Dining

Aerie, 2 king beds, large space, AC, 2 beaches!

Sunny Cove Cottage, Newly Renovated!

Gloucester Private Contemporary 4 bedrooms

Walk2DNTN•Beach•Beauport•Boat Island•Close2Salem

Views over Lobster Cove! Cancellation 9/30 - 10/9

Eden Cove
Cape Ann cottage rentals

Retreat in the Trees- walk to Cape Hedge Beach

Lakefront cottage for a fun, relaxing getaway.

Life of Reilly at Back Beach

SeaHaven Cottage at Stage Fort Park

French Flair "Pied a Terre" Cottage on the Marsh

Pool Is Open in Sept! Steps from Harbor + Old Town

Sunset Bliss- stylishly renovated, 3 min to beach

The Captain's Cottage Breath Fresh Salt Air!
Destinations to explore
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- Fenway Park
- Ogunquit Beach
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- Harvard University
- Wells Beach
- TD Garden
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Short Sands Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- York Harbor Beach
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Cape Neddick Beach
- Footbridge Beach





