
Vacation rentals with beach access in Gloucester
Find and book unique beach access rentals on Airbnb
Quick stats about vacation rentals with beach access in Gloucester

Total vacation rentals
Explore 330 vacation rentals in Gloucester

Nightly prices starting at
Gloucester vacation rentals start at R 486 ZAR per night before taxes and fees

Verified guest reviews
Over 19,450 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
330 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!
Top-rated beach access rentals in Gloucester
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

Annisquam Village Bunny Cottage
This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070
WalkabilityBeachCheck-in

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.
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Amazing Ocean View In-Law Apt.
Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.
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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.
WalkabilityBeachGetting around

Waterfront Downtown Apartment • Walk Everywhere
Dreaming of a magical seaside getaway? Our charming eco-apartment in the Dream House awaits you! A beach lover's paradise, we're located directly on the ocean in the heart of downtown on Bearskin Neck. Watch the sunset from our amazing windows overlooking the harbor. Park the car and walk to shopping, dining, art galleries, Front Beach and Motif #1. Accessible by train and easy to get to from Boston and Salem. Make a trip to this charming New England seaside village a priority!
BeachWalkabilityLong stay

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.
BeachWalkabilityCondition

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!
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The Solar Powered Dogtown Cabin at Applecart Farm
Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.
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Ocean views! Welcome to Sea Breeze! Winter rates!
Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.
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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
WalkabilityViewLong stay

Boho Beach Condo for Ocean Escape
Enjoy a stylish experience at our centrally-located oceanfront condo. We are walkable to exquisite beaches and parks as well as downtown Gloucester where you will find a number of bars and restaurants to explore. If you feel like hanging in, share a meal/cocktail on the private deck. Perfect for a couples getaway or a group of friends looking to explore the North Shore without ever getting in your car.
WalkabilityViewCleanliness

Charming waterfront home. Patio, AC, Shops, Dining
Discover your dream Rockport getaway! You'll stay nestled on Bearskin Neck, in this cozy harborside condo boasting stunning views, steps from shops, beaches, & galleries. Relax on your private patio overlooking the iconic Motif #1 for your morning coffee or evening happy hour. Book now for a fun getaway, year-round! There is one bedroom upstairs and a pullout sofa downstairs that can sleep 2.
BeachViewCleanliness
Popular amenities for Gloucester beach access rentals
Apartment rentals with beach access

The Gilbert: 1-Bed downtown suite, walk to beach.
WalkabilityBeachLocation

Boulevard Retreat
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Captains Quarters- Coastal Retreat Walk To Beach
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Chic Downtown Loft ☆ Private Parking ☆ Ocean View
BeachWalkabilityDecor

3 Bedroom Apartment with parking on Bearskin Neck
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Mary's By The Sea
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Unit 2~Garden Getaway Close to Beach & Downtown
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Prime location to Beauport Hotel & Beach, Glo Apt
WalkabilityBeachAccess
House rentals with beach access

Charming Toe-Hold, A Short Walk to Town and Beach
WalkabilityBeachKitchen

Pleasant Place Parking • Walk to Downtown
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Sea Vagabond - Watch the waves, stroll to the sand
BeachWalkabilityAir conditioning

Rocky Neck Retreat
BeachViewFamily

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

Views over Lobster Cove! Book spring/summer now
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Harbor View Walk to Beach & Town, 6Guests KingBeds
BeachWalkabilityParks

Hillside Ocean View 2BR with Private Beach Access
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Condo rentals with beach access

Luxurious beach house w/ harbor views & near beach
BeachWalkabilityAir conditioning

Harbor Place - Airy hideaway over Rockport Harbor
WalkabilityBeachCleanliness

The Nest - The Heart of Bearskin Neck
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Ocean View Coastal Retreat | Walk to Beach | Salem
BeachWalkabilityIndoor spaces

Harbor Hideaway
BeachWalkabilityPets

Seacoast Getaway
BeachWalkabilityAccess

Samuel Tucker House - Downtown Luxury 2 Bed Condo
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The Green Suite, Private Parking Included
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When is the best time to visit Gloucester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 3,384 ZAR | R 3,384 ZAR | R 3,352 ZAR | R 3,838 ZAR | R 4,437 ZAR | R 5,295 ZAR | R 5,490 ZAR | R 5,684 ZAR | R 4,502 ZAR | R 4,599 ZAR | R 3,870 ZAR | R 3,741 ZAR |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
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- Rentals with beach access Essex County
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- Rentals with beach access United States
- Fenway Park
- Ogunquit Beach
- Harvard University
- Hampton Beach
- Wells Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Short Sands Beach
- Canobie Lake Park
- Boston College
- York Harbor Beach
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Footbridge Beach





