Gloucester Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Gloucester holiday rentals

Golf

Lovely condo with water & golf course view

Lovely condo with water & golf course view
Kingsmill
9.6 out of 10, Exceptional, (11 reviews)
"Nice condo, very clean, great view from the porch, and the host was a great communicator "
United States
Stephanie L.
The price is HK$1,262
HK$2,640 total
includes taxes & fees
10 Jun - 11 Jun
Lovely condo with water & golf course view
Desk, iron/ironing board, free WiFi, bed sheets

Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (34 reviews)
"Great property for small family, stayed here multiple times. "
United States
Lawrence D.
The price is HK$1,003
HK$2,304 total
includes taxes & fees
2 Jun - 3 Jun
Belle Haven - High Speed internet, walk to town
3 bedrooms, Internet, bed sheets

Affordable Cottage!

Affordable Cottage!
Deltaville
10.0 out of 10, Exceptional, (1 review)
"Clean rooms and comfortable beds, very quiet area! "
United States
Jessica T.
The price is HK$1,099
HK$2,587 total
includes taxes & fees
31 May - 1 Jun
Affordable Cottage!
Property grounds

Private home on creek with dock.

Private home on creek with dock.
Lancaster
8.8 out of 10, Excellent, (11 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is HK$1,051
HK$2,221 total
includes taxes & fees
1 Jun - 2 Jun
Private home on creek with dock.
Exterior detail

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (4 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveller
The price is HK$1,450
HK$3,898 total
includes taxes & fees
21 Jun - 22 Jun
The Nook in Kilmarnock Va 3 bedroom
Sun-loungers, beach towels

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (38 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is HK$1,589
HK$3,205 total
includes taxes & fees
3 Jun - 4 Jun
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Microwave, oven, stovetop, dishwasher

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

Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Kilmarnock
10.0 out of 10, Exceptional, (3 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
The price is HK$1,693
HK$3,702 total
includes taxes & fees
1 Jun - 2 Jun
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Property grounds

Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is HK$141
HK$328 total
includes taxes & fees
31 May - 1 Jun
Campsite #4 At Blanchard Farm
Property grounds

Hidden Heaven lake house. Quiet private cottage on 1 acre

Hidden Heaven lake house. Quiet private cottage on 1 acre
Lanexa
10.0 out of 10, Exceptional, (48 reviews)
"Joyce and Eric are fantastic hosts. We had a nice relaxing time. It was close to all the historical sites we wanted to see."
United States
Steve R.
The price is HK$1,756
HK$3,429 total
includes taxes & fees
1 Jun - 2 Jun
Hidden Heaven lake house. Quiet private cottage on 1 acre
Interior

Pet-Friendly Stay • Cozy Vibes in a Prime Location

Pet-Friendly Stay • Cozy Vibes in a Prime Location
Williamsburg
10.0 out of 10, Exceptional, (4 reviews)
"Very friendly owner, great property and location!"
United States
Anonymous traveller
The price is HK$1,599
HK$2,061 total
includes taxes & fees
31 May - 1 Jun
Pet-Friendly Stay • Cozy Vibes in a Prime Location
Property grounds

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, (25 reviews)
"What a great place to stay! Highly recommend!"
United States
Todd S.
The price is HK$2,109
HK$3,720 total
includes taxes & fees
31 May - 1 Jun
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Fridge, microwave, oven, stovetop

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Newport News
9.8 out of 10, Exceptional, (11 reviews)
"Everything was very clean good coffee options plenty of hot water :)"
United States
Allen C.
The price is HK$3,126
HK$4,702 total
includes taxes & fees
11 Jun - 12 Jun
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Exterior

Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony
3.5 star property
Williamsburg
9.2 out of 10, Wonderful, (1,067 reviews)
"This was an awesome property to stay at. Clean and very quiet, will definitely come back again"
United States
Chris
The price is HK$933
HK$1,060 total
includes taxes & fees
17 Jun - 18 Jun
Marriott's Manor Club at Ford's Colony
Exterior

Quiet Villa with Access to Amazing Amenities

Quiet Villa with Access to Amazing Amenities
Williamsburg
8.0 out of 10, Very good, (4 reviews)
"Place is nice with clean rooms and amenities. It is close to what we wanted to do and quiet when we wanted. The only issue was at check in. There was a resort fee that was not mentioned in the listing. Then before they would give us our keys they wanted to schedule a sales presentation. They would ask questions but didn't seem to understand the word no. We had dinner reservations and needed to get checked in, unpack, and go. We were late for our dinner reservations. Besides the check in and...
United States
Denise G.
The price is HK$1,106
HK$1,542 total
includes taxes & fees
2 Jun - 3 Jun
Quiet Villa with Access to Amazing Amenities
Property grounds

The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful clean place!! Host was responsive to questions we had. Great experience. I highly recommend the place. We will stay here again when we are in the area. "
United States
Dona B.
The price is HK$1,693
HK$2,175 total
includes taxes & fees
31 May - 1 Jun
The Williamsburg Haven
Golf

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.6 out of 10, Exceptional, (77 reviews)
"Lovely view of river and the woods. Marina has nice view of river and tasty food. Also like that it’s close to Jamestown and Downtown Williamsburg."
United States
Jeffrey
The price is HK$1,403
HK$2,815 total
includes taxes & fees
10 Jun - 11 Jun
Luxury Riverfront Condo w/ sunrise & sunset views
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
Hayes
8.4 out of 10, Very good, (5 reviews)
"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 HK$1,920
HK$9,917 total
includes taxes & fees
1 Jun - 2 Jun
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Interior

5 Minutes to Boo Williams Sportsplex! Family-Fun Grotto Waterfall Bethel Oasis

5 Minutes to Boo Williams Sportsplex! Family-Fun Grotto Waterfall Bethel Oasis
Hampton
9.8 out of 10, Exceptional, (40 reviews)
"Everyone loved the place!"
United States
Gail R.
The price is HK$4,935
HK$7,312 total
includes taxes & fees
1 Jun - 2 Jun
5 Minutes to Boo Williams Sportsplex! Family-Fun Grotto Waterfall Bethel Oasis
Beach towels

Family friendly 5 bedroom home within Walking distance To CNU

Family friendly 5 bedroom home within Walking distance To CNU
Central Newport News
10.0 out of 10, Exceptional, (53 reviews)
"Was an absolute great stay! "
United States
Melanie E.
The price is HK$5,188
HK$7,648 total
includes taxes & fees
2 Jun - 3 Jun
Family friendly 5 bedroom home within Walking distance To CNU
Interior

8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard

8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
North Newport News
10.0 out of 10, Exceptional, (22 reviews)
"Was a great place for families with adults and children. (12,10,8). 10 min or so to Busch Gardens. "
United States
Dwayne R.
The price is HK$4,569
HK$6,838 total
includes taxes & fees
2 Jun - 3 Jun
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gloucester Hotel Reviews

Days Inn by Wyndham Williamsburg Historic Area

Days Inn by Wyndham Williamsburg Historic Area

10/10 Excellent
"Overall great stay"
Melissa 2-night trip
Posted 1 hour ago
Days Inn by Wyndham Williamsburg Historic Area

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
  • Use the map to find apartments and other holiday homes in the Gloucester neighbourhood you prefer
  • 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 holiday rental in Gloucester?

Yes, we offer holiday 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 quiet place to stay. Gloucester is known for its festivals and art.

What are some of the best holiday rentals that Gloucester has to offer?

Beautiful & Peaceful House Overlooking the River. Pets Welcome! Kayaks and Dock: This highly rated holiday home rental in Gloucester offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Gloucester?

Expedia has 17 holiday 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 Main Street Center and Middle Peninsula State Park.

What’s a holiday rental in Gloucester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gloucester. Holiday rentals feature amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.