Estia Villas - Vacation Rentals in Gloucester
Villa
10.0
(
12 Reviews
)
5 Bedrooms
7 Bathrooms
14 Guests
6500 ft²
-
Oceanfront -
Parking -
Spa -
Ocean View
US $2,933
/Night
7 Nights - $20,529
Villa
9.3
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1603.82 ft²
-
Oceanfront
-
Breakfast -
Parking
-
Ocean View
US $338
/Night
7 Nights - $2,366
Villa
4 Bedrooms
3 Bathrooms
12 Guests
3200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,210
/Night
7 Nights - $8,471
Villa
2 Bedrooms
3 Bathrooms
7 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $753
/Night
7 Nights - $5,273
See More Gloucester Vacation Rentals
Luxury Places to Stay in Gloucester
Over 403+
Luxury Places to Stay in or Near Gloucester
House
8.0
(
6 Reviews
)
11 Bedrooms
6 Bathrooms
26 Guests
-
Private Pool -
Hot Tub -
Parking
-
Pool
US $3,586
/Night
7 Nights - $25,101
House
9.4
(
6 Reviews
)
9 Bedrooms
6 Bathrooms
24 Guests
8660 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen -
Internet
US $2,237
/Night
7 Nights - $15,656
New
House
4 Bedrooms
3 Bathrooms
10 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,999
/Night
7 Nights - $13,996
House
10.0
(
1 Review
)
9 Bedrooms
7 Bathrooms
16 Guests
8664.95 ft²
-
Parking
-
Balcony/Terrace
-
View -
Air Conditioner
US $1,987
/Night
7 Nights - $13,908
House
9.8
(
27 Reviews
)
7 Bedrooms
3 Bathrooms
12 Guests
2731 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,974
/Night
7 Nights - $13,821
House
9.0
(
13 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
2418 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,714
/Night
7 Nights - $11,997
House
10.0
(
2 Reviews
)
5 Bedrooms
3 Bathrooms
13 Guests
2126 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,658
/Night
7 Nights - $11,606
New
House
3 Bedrooms
4 Bathrooms
8 Guests
2920 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,620
/Night
7 Nights - $11,338
See More Gloucester Luxury Vacation Rentals
Find More Gloucester Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Gloucester
Over 20+
Top-Rated Vacation Rentals with a Pool in or Near Gloucester
House
10.0
(
212 Reviews
)
4 Bedrooms
2 Bathrooms
6 Guests
2501 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $462
/Night
7 Nights - $3,236
House
9.8
(
12 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $893
/Night
7 Nights - $6,253
US $547
/Night
7 Nights - $3,828
US $459
/Night
7 Nights - $3,214
US $209
/Night
7 Nights - $1,463
Hotel
9.4
(
211 Reviews
)
333.68 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $304
/Night
7 Nights - $2,130
US $385
/Night
7 Nights - $2,697
Pet-Friendly Vacation Rentals in Gloucester
Over 101+
Pet-Friendly Vacation Rentals in or Near Gloucester
Cottage
10.0
(
233 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1560 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $694
/Night
7 Nights - $4,860
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
5 Guests
753.47 ft²
-
Parking
-
View
-
Air Conditioner
-
Internet
US $900
/Night
7 Nights - $6,300
House
7 Bedrooms
3 Bathrooms
18 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,404
/Night
7 Nights - $9,828
House
9.4
(
22 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
978 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $839
/Night
7 Nights - $5,876
House
8.2
(
12 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1717 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $896
/Night
7 Nights - $6,270
House
9.8
(
41 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $731
/Night
7 Nights - $5,114
House
10.0
(
78 Reviews
)
5 Bedrooms
2 Bathrooms
11 Guests
2800 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,283
/Night
7 Nights - $8,983
House
10.0
(
15 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1496 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $937
/Night
7 Nights - $6,556
See More Pet-Friendly Vacation Rentals in Gloucester on PetFriendly.io
Large Vacation Homes & Villas in Gloucester
Over 64+
Large Vacation Homes & Villas in or Near Gloucester
House
9.4
(
62 Reviews
)
6 Bedrooms
3 Bathrooms
15 Guests
4000 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $1,261
/Night
7 Nights - $8,830
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
1905.21 ft²
-
Parking
-
View
-
Internet
-
Child Friendly
US $1,025
/Night
7 Nights - $7,177
US $1,253
/Night
7 Nights - $8,768
House
10.0
(
85 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
2500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,347
/Night
7 Nights - $9,427
House
9.4
(
26 Reviews
)
6 Bedrooms
2 Bathrooms
15 Guests
3500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,201
/Night
7 Nights - $8,408
House
10.0
(
47 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
3475 ft²
-
Parking
-
Kitchen
-
Internet
-
Child Friendly
US $503
/Night
7 Nights - $3,522
House
10.0
(
37 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $1,221
/Night
7 Nights - $8,544
House
10.0
(
37 Reviews
)
5 Bedrooms
2 Bathrooms
10 Guests
3498 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $487
/Night
7 Nights - $3,412
See More Family Vacation Rentals in Gloucester on FVR
Wheelchair Accessible Vacation Homes in Gloucester
Over 10+
Wheelchair Accessible Vacation Homes in or Near Gloucester
House
10.0
(
24 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $548
/Night
7 Nights - $3,834
US $483
/Night
7 Nights - $3,383
House
4.8
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1400 ft²
-
Kitchen
-
Internet
-
Wheelchair Accessible -
Laundry
US $500
/Night
7 Nights - $3,500
US $363
/Night
7 Nights - $2,541
House
4.5
(
19 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Wheelchair Accessible
US $94
/Night
7 Nights - $658
Cottage
4.4
(
9 Reviews
)
5 Bedrooms
2 Bathrooms
8 Guests
-
Balcony/Terrace
-
Kitchen
-
Child Friendly
-
Wheelchair Accessible
US $550
/Night
7 Nights - $3,850
Cottage
4 Bedrooms
3 Bathrooms
7 Guests
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
US $504
/Night
7 Nights - $3,528
Gloucester Vacation Rentals and Airbnb Places to Stay Under $200
Over 22+
Gloucester Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.8
(
64 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
500 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $174
/Night
7 Nights - $1,215
Hotel
8.6
(
174 Reviews
)
314.84 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $179
/Night
7 Nights - $1,253
Condo
1 Bedroom
1 Bathroom
2 Guests
1100 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $164
/Night
7 Nights - $1,150
Apartment
9.6
(
265 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $195
/Night
7 Nights - $1,368
Apartment
1 Bedroom
1 Bathroom
3 Guests
420 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $162
/Night
7 Nights - $1,134
House
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $200
/Night
7 Nights - $1,400
Apartment
9.2
(
27 Reviews
)
3 Bedrooms
2 Bathrooms
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $183
/Night
7 Nights - $1,280
Cottage
4.9
(
51 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
500 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
US $50
/Night
7 Nights - $350
See More Gloucester Vacation Rental Deals
Instantly Bookable Vacation Homes in Gloucester
Over 182+
Instantly Bookable Vacation Homes in or Near Gloucester
Apartment
10.0
(
5 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
US $455
/Night
7 Nights - $3,185
House
10.0
(
147 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2800 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
US $601
/Night
7 Nights - $4,209
Apartment
10.0
(
132 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $306
/Night
7 Nights - $2,145
House
10.0
(
48 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
2687 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $712
/Night
7 Nights - $4,985
Cottage
9.8
(
54 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
900 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $516
/Night
7 Nights - $3,612
House
10.0
(
71 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $807
/Night
7 Nights - $5,648
House
10.0
(
136 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1100 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $489
/Night
7 Nights - $3,422
New
House
9.8
(
25 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
800 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
View
US $550
/Night
7 Nights - $3,850
About Gloucester Vacation Rentals
With more than 4 Gloucester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas 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 Estiavillas 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 2825.95 ft² on average, with prices averaging US $1,309 a night.
Estiavillas 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 |
|---|---|
| Villas | 4 |
Use these Quick Filters to Find a Vacation Rental in Gloucester
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas 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
Top Attractions Around Gloucester, MA
Estiavillas offers a large selection of top attractions around Gloucester. Research things to do on your vacation before you visit Gloucester.
Good Harbor Beach
Wingaersheek Beach
Hammond Castle
Maritime Gloucester
Stage Fort Park
Lucky 7 Arcade
Eastern Point Lighthouse
Niles Beach
The Gorton Theatre
Half Moon Beach
Mount Ann Park
Dogtown
Cape Ann Museum
Plum Cove Beach
Ravenswood Park
Sargent House Museum
Capt Bill & Sons Whale Watch
Fishermen's Memorial Monument
Cape Ann Historical Museum
Gloucester Unitarian Universalist Church
Other Places to Stay Near Gloucester, MA
Dogtown
543 Properties
Good Harbor Beach
458 Properties
Annisquam
346 Properties
Plum Cove Beach
323 Properties
Northeast Hospital Corporation - Addison Gilbert Campus
316 Properties
Cape Ann Museum
286 Properties
Cape Ann Historical Museum
284 Properties
Sargent House Museum
283 Properties
Schooner Adventure
282 Properties
Gloucester Unitarian Universalist Church
280 Properties
Lucky 7 Arcade
279 Properties
Magnolia
90 Properties
Gloucester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Gloucester?
There are a lot of options in Gloucester. If you plan on staying in the Gloucester area, consider making a reservation for a few nights at one of these properties as these have been rated 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 4 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.
