Gloucester Holiday Rentals

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Our top choices for Gloucester holiday rentals

Front of property

Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is HK$861
HK$2,531 total
includes taxes & fees
26 Apr - 27 Apr
Radiant Gloucester House w/ Private Porch!
Exterior

The Farm Overlook Treehouse At Blanchard Farm

The Farm Overlook Treehouse At Blanchard Farm
Diggs
10.0 out of 10, Exceptional, (1 review)
The price is HK$744
HK$993 total
includes taxes & fees
18 Apr - 19 Apr
The Farm Overlook Treehouse At Blanchard Farm
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$1,402
HK$2,805 total
includes taxes & fees
15 Apr - 16 Apr
Lovely condo with water & golf course view
Interior

House on creek with dock and private!

House on creek with dock and private!
Lancaster
8.6 out of 10, Excellent, (10 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is HK$698
HK$1,757 total
includes taxes & fees
16 Apr - 17 Apr
House on creek with dock and private!
Dining

Blanchard Farm Camper Stay

Blanchard Farm Camper Stay
Diggs
10.0 out of 10, Exceptional, (5 reviews)
"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 HK$1,558
HK$1,900 total
includes taxes & fees
19 Apr - 20 Apr
Blanchard Farm Camper Stay
Sun-loungers, beach towels

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!

Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Mathews
10.0 out of 10, Exceptional, (38 reviews)
"Super cute and cozy! Nice to be able to walk to the courthouse area!"
United States
Jenn L.
The price is HK$1,184
HK$2,714 total
includes taxes & fees
26 Apr - 27 Apr
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Exterior detail

The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in and out. Owner was helpful. House was clean and well equipped. Beds were comfortable. Location was convenient and quiet. "
United States
Margaret K.
The price is HK$1,136
HK$3,487 total
includes taxes & fees
26 Apr - 27 Apr
The Nook in Kilmarnock Va 3 bedroom
Free WiFi, bed sheets

Yurt Campsite @ Blanchard Farm Site 2

Yurt Campsite @ Blanchard Farm Site 2
Diggs
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$666
HK$1,080 total
includes taxes & fees
18 Apr - 19 Apr
Yurt Campsite @ Blanchard Farm Site 2
Interior

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay here! The property is gorgeous, the rooms are bright and spacious, and the kitchen had everything we needed for a week long stay. The kids really loved being able to spend time in the back yard looking at the water and watching the jets fly overhead. Would definitely recommend and will rebook whenever we’re back in town! "
United States
Clare G.
The price is HK$1,258
HK$3,958 total
includes taxes & fees
13 May - 14 May
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
Kilmarnock
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$1,785
HK$3,780 total
includes taxes & fees
28 Apr - 29 Apr
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
Kingsmill
9.4 out of 10, Exceptional, (23 reviews)
"What a great place to stay! Highly recommend!"
United States
Todd S.
The price is HK$2,107
HK$3,691 total
includes taxes & fees
15 Apr - 16 Apr
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Free WiFi, bed sheets

Yurt Campsite At Blanchard Farm

Yurt Campsite At Blanchard Farm
Diggs
The price is HK$666
HK$907 total
includes taxes & fees
15 Apr - 16 Apr
Yurt Campsite At Blanchard Farm
Property grounds

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
The price is HK$157
HK$346 total
includes taxes & fees
15 Apr - 16 Apr
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Exterior

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (3 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
The price is HK$3,132
HK$5,979 total
includes taxes & fees
15 Apr - 16 Apr
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Smart TV, fireplace, books, stereo

Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
The price is HK$1,205
HK$4,121 total
includes taxes & fees
21 Apr - 22 Apr
Unique Luxurious Waterfront in Hampton
Golf

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.6 out of 10, Exceptional, (76 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$1,332
HK$2,727 total
includes taxes & fees
21 Apr - 22 Apr
Luxury Riverfront Condo w/ sunrise & sunset views
Exterior

Quiet Villa with Bowling Alley, Pools, +Mini Golf

Quiet Villa with Bowling Alley, Pools, +Mini Golf
Williamsburg
9.6 out of 10, Exceptional, (4 reviews)
"Great hospitality by all. "
United States
Ron E.
The price is HK$1,363
HK$1,829 total
includes taxes & fees
22 Apr - 23 Apr
Quiet Villa with Bowling Alley, Pools, +Mini Golf
Property grounds

The Camper at The Pines Horse Farm

The Camper at The Pines Horse Farm
Williamsburg
The price is HK$979
HK$1,812 total
includes taxes & fees
15 Apr - 16 Apr
The Camper at The Pines Horse Farm
Room

King Bed Beach House 10 mins from Beach

King Bed Beach House 10 mins from Beach
Hampton
The price is HK$1,670
HK$4,377 total
includes taxes & fees
16 Apr - 17 Apr
King Bed Beach House 10 mins from Beach
3 bedrooms, Internet, bed sheets

Affordable and Comfortable!

Affordable and Comfortable!
Deltaville
The price is HK$1,762
HK$3,360 total
includes taxes & fees
15 Apr - 16 Apr
Affordable and Comfortable!
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

Vacation Village At Williamsburg

Vacation Village At Williamsburg

10/10 Excellent
"Fantastic value. Great staff and amenities. Renting DVDs was a nice touch! "
Bryan 2-night trip
Posted 1 hour ago
Vacation Village At 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:

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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?

Beaverdam Park and Brown 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.