Marthas Vineyard Cottages - Vacation Rentals in Gloucester

The Buoys Cottage From US $346
         

10.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Maids Quarters; private beach From US $528
         

8.8 (3 Reviews)
Cottage
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens

Luxury Places to Stay in Gloucester

Over 377+ Luxury Places to Stay in or Near Gloucester
Stay at Good Harbor Beach From US $1,707
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Edgemoor Estate From US $1,573
         

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New
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Gloucester

Over 20+ Top-Rated Vacation Rentals with a Pool in or Near Gloucester
4 Bedroom LUX House/with Pool Next Door From US $464
         

10.0 (212 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beauport Hotel Gloucester From US $233
         

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9.6 (943 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Atlantis Oceanfront Inn From US $295
         

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9.6 (469 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Beauport Hotel Gloucester From US $209
         

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9.6 (255 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Vista From US $205
         

9.4 (418 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Atlantis Oceanfront Inn Gloucester From US $304
         

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9.4 (213 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Gloucester

Over 97+ Pet-Friendly Vacation Rentals in or Near Gloucester
Helena House: Close to Plum Cove Beach From US $677
         

8.2 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Fish & Ships on River Steps to Ocean, Blvd, Park From US $900
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach From US $624
         

Walk to private beach, bay & village. Bedrooms AC & DOG friendly! From US $535
         

Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar From US $386
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Gloucester

Over 67+ Large Vacation Homes & Villas in or Near Gloucester
Waterfront Escape Dock & More From US $1,025
         

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10.0 (1 Review)
House
  • Parking
  • View
  • Security/Safety
Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town From US $626
         

Wheelchair Accessible Vacation Homes in Gloucester

Over 12+ Wheelchair Accessible Vacation Homes in or Near Gloucester
Longview House From US $384
         

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6.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
The Highliner Hotel From US $341
         

10.0 (2 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Stanwood Point: Waterfront cottage with large screened porch, yard and dock From US $500
         

Point Radio Cottage From US $338
         

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9.3 (3 Reviews)
Apartment
  • Pet Friendly
  • View
  • Wheelchair Accessible
Welcoming Getway Oasis From US $94
         

4.5 (19 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens
Large rustic summer cottage with beautiful ocean sunsets From US $550
         

4.4 (9 Reviews)
Cottage
  • Wheelchair Accessible
  • Balcony/Terrace
  • Bedding/Linens

Gloucester Vacation Rentals and Airbnb Places to Stay Under $200

Over 25+ Gloucester Vacation Rentals and Airbnb Places to Stay Under $200
Marina View, Walk to Niles Beach & Rocky Neck From US $155
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Ocean House Hotel at Bass Rocks From US $179
         

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8.5 (160 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Ocean House Hotel at Bass Rocks From US $182
         

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9.0 (805 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Good Harbor Beach Apt.- 6/10 mile From US $193
         

9.8 (93 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Gloucester

Over 169+ Instantly Bookable Vacation Homes in or Near Gloucester
Luxury Accommodations in Quiet Seaside Village From US $238
         

10.0 (130 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming Retreat From US $399
         

9.8 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Gloucester Vacation Rentals

With more than 26 Gloucester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Marthasvineyardcottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Gloucester.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Marthasvineyardcottages Gloucester, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Gloucester. Places to stay near Gloucester are 519.2 ft² on average, with prices averaging $439 a night.

Marthasvineyardcottages makes it easy and safe to find and compare vacation rentals in Gloucester with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Gloucester

Type Count
Cottages 24
Holiday Apartments 1
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Gloucester

Pro Tip: Marthasvineyardcottages makes it easy to compare the best listings on Marthasvineyardcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Marthasvineyardcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Gloucester.

Weather in Gloucester

View the weather forecast for Gloucester before booking your Gloucester Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Gloucester Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Gloucester?
How many vacation rentals have private pools in Gloucester?

There are 1 vacation rentals with private pools near Gloucester. Top-rated homes that have access to a swimming pool include:

Which vacation homes in Gloucester are best for families?

If you are looking for a family-friendly vacation home in Gloucester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gloucester:

How many vacation rentals are available in Gloucester?

Currently, the total number of properties listed in 2026 is over 26 in the Gloucester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Gloucester.