Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Gloucester vacation rentals

Property grounds
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
The price is ￥2,342
￥6,028 total
includes taxes & fees
Dec 27 - Dec 28
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Large Cabin | Private kitchenette | Fridge, microwave, freezer
American Heritage RV Park

American Heritage RV Park

American Heritage RV Park
2.5 star property
Norge
9.0 out of 10, Wonderful, (74)
"Clean room very quiet area"
United States
Pamela
American Heritage RV Park
Property grounds
Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is ￥2,981
￥6,750 total
includes taxes & fees
Dec 25 - Dec 26
Campsite #4 At Blanchard Farm
Free WiFi, bed sheets
Yurt Campsite @ Blanchard Farm Site 2

Yurt Campsite @ Blanchard Farm Site 2

Yurt Campsite @ Blanchard Farm Site 2
Diggs
10.0 out of 10, Exceptional, (2)
"This is a fabulous yurt stay! 3 minute drive to the beach/ bay! Very nice just with a full farm! Great for kids! "
United States
Colleen C.
The price is ￥11,709
￥19,804 total
includes taxes & fees
Dec 27 - Dec 28
Yurt Campsite @ Blanchard Farm Site 2
Log Cabin at Anvil Campground | Blackout drapes, iron/ironing board, free WiFi
Anvil Campground

Anvil Campground

Anvil Campground
2.5 star property
Williamsburg
8.2 out of 10, Very Good, (36)
"Campground very clean and well maintained "
United States
Anonymous traveler
The price is ￥15,875
￥18,094 total
includes taxes & fees
Dec 29 - Dec 30
Anvil Campground
Exterior detail
Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront
2.0 star property
Mathews
10.0 out of 10, Exceptional, (22)
"Great quiet location. Very cozy home. Great time at location. "
United States
James C.
The price is ￥36,688
￥71,635 total
includes taxes & fees
Dec 25 - Dec 26
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior detail
The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
2.0 star property
Kilmarnock
10.0 out of 10, Exceptional, (1)
"Clean, nice."
United States
Martin H.
The price is ￥22,637
￥62,794 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Nook in Kilmarnock Va 3 bedroom
Exterior
The Farm Overlook Treehouse At Blanchard Farm

The Farm Overlook Treehouse At Blanchard Farm

The Farm Overlook Treehouse At Blanchard Farm
Diggs
10.0 out of 10, Exceptional, (1)
The price is ￥13,270
￥18,082 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Farm Overlook Treehouse At Blanchard Farm
Property grounds
Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is ￥3,122
￥6,888 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Campsite #3 At Blanchard Farm
Dining
Blanchard Farm Camper Stay

Blanchard Farm Camper Stay

Blanchard Farm Camper Stay
Diggs
10.0 out of 10, Exceptional, (4)
"Our stay at the Blanchard farm camper was great! We were very close to the beach. There was a fire pit available and we roasted smores. Joshua and his wife were great with communication! The camper was well out fitted with plates, towels, etc. Thanks so much!"
United States
Alexandra H.
The price is ￥16,393
￥21,526 total
includes taxes & fees
Dec 25 - Dec 26
Blanchard Farm Camper Stay
Exterior
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Yorktown
9.4 out of 10, Exceptional, (46)
"Location is ideal"
United States
Christy M
The price is ￥28,102
￥36,333 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Interior
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
Lancaster
10.0 out of 10, Exceptional, (29)
"Greay realxing place. Fun fishing spot. Kids snd family relaxed well and recharged great. "
United States
china s.
The price is ￥25,716
￥88,740 total
includes taxes & fees
Dec 26 - Dec 27
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
Interior
Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (27)
"My family enjoyed the experience of staying near the water. The views were lovely! "
United States
Precious E.
The price is ￥18,891
￥69,984 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Sojourn Aviators Dream on Back River
Microwave, oven, stovetop, dishwasher
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Kilmarnock
10.0 out of 10, Exceptional, (1)
"LOVE, LOVED the house and its amenities! The photos don't do it justice. Fresh, stylish, all new, clean--a wonderful stay! Great layout for families and pets. Plenty of get-together areas and individual private spaces. Victoria was wonderful and super communicative! We wanted to stay longer!"
United States
pearl
The price is ￥19,613
￥55,110 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Property grounds
Lovely 2 BR Condo in 4💎 Historic Golf Resort

Lovely 2 BR Condo in 4💎 Historic Golf Resort

Lovely 2 BR Condo in 4💎 Historic Golf Resort
Kingsmill
9.2 out of 10, Wonderful, (21)
"It was a perfect stay for our family visit. We really enjoy this property with the beautful views. "
United States
Meghan L.
The price is ￥42,012
￥74,118 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Property grounds
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Hayes
8.0 out of 10, Very Good, (4)
"Great property. Waterfront with pier, huge yard, beautiful home with pool table, hot tub and projector set up. 100% would stay here again and recommend as would all of the family we had stay or visit us there. "
United States
Steve F.
The price is ￥25,245
￥178,575 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Free WiFi, bed sheets
Yurt Campsite At Blanchard Farm

Yurt Campsite At Blanchard Farm

Yurt Campsite At Blanchard Farm
Diggs
The price is ￥11,709
￥16,360 total
includes taxes & fees
Dec 27 - Dec 28
Yurt Campsite At Blanchard Farm
Fridge, microwave, oven, stovetop
*Mid/Long Term Rental* Comforts of Home Ft Eustis

*Mid/Long Term Rental* Comforts of Home Ft Eustis

*Mid/Long Term Rental* Comforts of Home Ft Eustis
2.0 star property
North Newport News
The price is ￥22,751
￥71,719 total
includes taxes & fees
Dec 30 - Dec 31
*Mid/Long Term Rental* Comforts of Home Ft Eustis
Golf
Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.6 out of 10, Exceptional, (70)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
United States
Orlanda
The price is ￥26,556
￥54,010 total
includes taxes & fees
Dec 30 - Dec 31
Luxury Riverfront Condo w/ sunrise & sunset views
Golf
Lovely condo with water & golf course view

Lovely condo with water & golf course view

Lovely condo with water & golf course view
Kingsmill
9.4 out of 10, Exceptional, (10)
"We greatly enjoyed our stay at this condo. It was super clean and very well appointed with everything we needed. The hosts were very responsive and easy to get in touch with to coordinate our stay. The location was convenient to everything we wanted to do, both inside and outside of the resort. We loved this condo and will definitely stay there again in the future."
United States
Nick T.
The price is ￥27,945
￥55,915 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lovely condo with water & golf course view
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Gloucester Hotel Reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

10/10 Excellent
"Great place to stay "
KARTHIKEYAN 2-night trip
Posted 19 hours ago
Hilton Vacation Club The Historic Powhatan Williamsburg

Find out more about Gloucester

Search for holiday rentals in Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in Gloucester using one of the methods below:

  • View our selection of featured holiday rentals in Gloucester
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  • Enter your travel dates to view the best deals on holiday rentals in Gloucester while they last

Look no further and take a look at our great range of rental properties in Gloucester!

Frequently asked questions

Can I find a vacation rental in Gloucester?

Yes, we give you a choice of vacation rentals where you'll be only 13.8 mi (22.2 km) from Busch Gardens Williamsburg, offering you a more remote option if you want a quieter place to stay. Gloucester is known for its festivals and art.

What are some of the best vacation rentals in Gloucester?

Family sized resort townhouse sleeps 12. Great amenities. Near attractions.: Visitors like this Gloucester vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a pool table so you can immerse yourself in your vacation.

How many vacation rentals are there in Gloucester?

Expedia has 19 vacation rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Brown Park and Ark Park are a couple of scenic spots to enjoy the outdoors, whereas Gloucester Museum of History is one of the cultural attractions. Other places in town to visit include Middle Peninsula State Park and Rosewell Ruins.

What’s a vacation rental in Gloucester like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Gloucester. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.