
Beachfront vacation rentals in Gloucester
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Gloucester
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Spacious 2BR Steps To Beach. 2.4 miles to Salem 28
Forget your worries in this spacious and serene space. The Airbnb is seconds away from the beach w/partial ocean views . It includes Wi-Fi, a newly furnished, recently updated, fully equipped kitchen, 3 smart TVs, master bedroom and another room with two double beds. In a brick apartment complex, second floor walk up and free street parking. Minutes away from downtown Beverly and 40 minutes from Boston/Airport. Near Endicott College, Gordon College, Monserrat College of Art, and historic Salem!

Harborfront Retreat on Bearskin Neck
Experience true waterfront living at this private retreat perched directly over Rockport Harbor. Enjoy coffee on your patio as boats drift by and take in peaceful harbor views from one of Rockport’s most iconic locations. Step outside to beaches, art galleries, boutiques, and fresh seafood dining — all just moments away on foot. Perfect for couples or small families seeking a relaxing coastal escape. Inside, historic charm meets modern comfort with exposed beams, a welcoming living space, and

Springtime waterviews in downtown Rockport
Come to Rockport this spring and stay at this renovated waterfront apartment in a historic home with onsite parking, yard and a private entrance. Our prime downtown location is steps from beaches, restaurants, coffee shops, live music, and shopping on Bearskin Neck. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

Cozy up in our oceanfront 2BR condo Hampton Beach
Welcome to our waterfront condo—a cozy retreat for the off-season at Hampton Beach. Enjoy peaceful ocean views and quiet charm, just steps from the shoreline. Whether you're planning a romantic escape or a relaxing family stay, our warm and inviting space offers comfort and convenience. Take in the crisp sea air from the balcony, explore local shops and restaurants, and enjoy the slower pace of coastal life. Be sure to check the space and parking details to make sure it meets your needs!

*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

Harbor View Walk to Beach & Town, 6Guests KingBeds
Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

Mary's By The Sea
A unique 650 square foot ground floor apt across the street from Front Beach. 6 minute walk from the Rockport MBTA . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is best for teens or smaller kids . There is a bathroom with a sink and toilet. There is another room with a sink and shower. The kitchen area is more like a kitchenette than a full-size kitchen. We provide one parking spot next door at The Cove parking lot.

Rocky Neck Studio/Loft, Gloucester, Mass.
Welcome 2026! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!
We are at Salem Willows - family-friendly activities, the ferry, trolley, train, downtown, and nightlife are all close by. Seadrift is perfect for couples traveling together as it has two bedrooms, both with King beds, a large living room, and bathroom. You have a private entrance and it is located on the second floor. You can walk to four beaches within minutes, one is right outside your door. Salem has many historic landmarks and wonderful restaurants very close by. Come visit!!

Harbor Place - Airy hideaway over Rockport Harbor
Enjoy stunning views of Rockport Harbor and the Atlantic from Harbor Place, a breezy, quiet open-floorplan bnb on Tuna Wharf, steps from the galleries, shops and restaurants of bustling Bearskin Neck. You'll be within easy strolling distance of several beaches, the train station, the Shalin Liu Performance Center, kayak rentals, walking paths, parks and boat tours. Relax and enjoy the view, eat in or out, lounge on our private beach! Access to Harbor Place is via staircase.

Welcome to the Beach Escape! Seabrook, NH
Come stay in the BEACH ESCAPE! Walk 1,000 feet to Seabrook Beach in New Hampshire. After a day at the beach, come back to relax on the balcony overlooking the marsh, watch the sunsets and fireworks. The condo sleeps up to 3-4 people with a full sized bed and full sleeper sofa, TV, WiFi, kitchenette, central AC, and 2 chairs. Walk to amazing restaurants steps away. Our goal is for you to have an amazing time on the New Hampshire Seacoast! We have a check in time of 2PM.

Sunset Waterfront Privacy Beach
Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.
Popular amenities for Gloucester beachfront rentals
Pet-friendly beachfront home rentals

4BR Oceanfront Rockport Vacation on Long Beach!

Great location! 3 Bedroom apartment near Boston

Ocean Park Retreat

2 BDR - 2 Bath-Private Deck Waterfront House

Chic Gloucester Escape~Walk 2 ShopsHarbor&Dining

Ocean Views at Casa de Mar near Salem & Boston

Lakeside apartment, patio, hot tub, outside shower

Historic Home with Ocean Views - Walk to Downtown
Beachfront home rentals with a pool

Nautical Bliss - Luxury Studio Condo w/ Pool

Beachfront apartment with city accessibility

2 bedrooms with pool access . #4

Ocean View - Steps to the Beach!

~Salty Sunsets & Sandy Toes~ 493 Ocean Blvd

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

406 Co. Seascape

Oceanfront Pool. Close to Boston. Free Parking.
Private beachfront home rentals

Adorable beach cottage with kitchen

Ocean View Oasis: The perfect North Shore Getaway

Rooftop Tide | Ocean Views | Gas Fireplace

North Beach Hampton, Summer 26 dates! 3bd sleeps 9

SeaWitch Cottage | Stylish Spot by Shops & Sea

Entire Lower Level of House, Across From The Beach

Beach access, walking distance to downtown!

Cottage on the Water
Quick stats about beachfront rentals in Gloucester

Total vacation rentals
Explore 50 vacation rentals in Gloucester

Nightly prices starting at
Gloucester vacation rentals start at R1,709 ZAR per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Gloucester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gloucester rentals

4.9 Average rating
Gloucester stays are highly rated by guests—averaging 4.9 out of 5!
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Long Sands Beach
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- Gillette Stadium
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