Holiday Homes in Gloucester

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Gloucester holiday homes

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 NZ$797
includes taxes & fees
11 May - 12 May
Sojourn Aviators Dream on Back River
3 bedrooms, Internet, bed sheets

Affordable Cottage!

Affordable Cottage!
Deltaville
The price is NZ$552
includes taxes & fees
7 May - 8 May
Affordable Cottage!
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 NZ$557
includes taxes & fees
18 May - 19 May
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Property grounds

Private home on creek with dock.

Private home on creek with dock.
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 NZ$439
includes taxes & fees
18 May - 19 May
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, (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 NZ$784
includes taxes & fees
17 May - 18 May
The Nook in Kilmarnock Va 3 bedroom
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)
"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 NZ$842
includes taxes & fees
12 May - 13 May
Hot Tub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~Kilmarnock Rivah Retreat
Smart TV, fireplace, books, stereo

Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (1 review)
"This was a great location, very relaxing and spacious. We even enjoyed the river behind the house. The only thing was there were limited cookware and no blinds in the living room but besides that everything was great.We’d definitely stay here."
United States
Zakia J.
The price is NZ$928
includes taxes & fees
1 June - 2 June
Unique Luxurious Waterfront in Hampton
2 bedrooms, iron/ironing board, WiFi, bed sheets

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat

Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat
Hayes
The price is NZ$895
includes taxes & fees
7 May - 8 May
Waterfront Home with stunning views & Hot tub- rent Golf Cart/Kayak/Boat
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 NZ$721
includes taxes & fees
19 May - 20 May
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Property grounds

The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (7 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 NZ$422
includes taxes & fees
7 May - 8 May
The Williamsburg Haven
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, (21 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 NZ$1,423
includes taxes & fees
10 May - 11 May
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
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, (4 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 NZ$1,258
includes taxes & fees
7 May - 8 May
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Pool

The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is NZ$724
includes taxes & fees
20 May - 21 May
The Bungalow, Pool, Dock, Kayaks, & Game Room
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, (38 reviews)
"The house was very accommodating. We had 15 guest with kids from 3 to 14 and everyone was comfortable and relaxed even having to spend a snow day indoors. It is very clean and well thought out the kitchen is a nice size and stores were very close by, 25 minutes from Norfolk airport. Highly recommend "
United States
Nakia G.
The price is NZ$1,304
includes taxes & fees
11 May - 12 May
5 Minutes to Boo Williams Sportsplex! Family-Fun Grotto Waterfall Bethel Oasis
Terrace/patio

Water front Oasis with pickle-ball court and hot tub

Water front Oasis with pickle-ball court and hot tub
North
9.2 out of 10, Wonderful, (10 reviews)
"We cooked all our meals using both kitchens and had plenty of room and supplies to do so. Absolutely loved the grill and outdoor seating arrangements. We had plenty of room for everyone and the home matched exactly as advertised. "
United States
Hunter G.
The price is NZ$2,233
includes taxes & fees
7 May - 8 May
Water front Oasis with pickle-ball court and hot tub
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 NZ$1,694
includes taxes & fees
11 May - 12 May
Family friendly 5 bedroom home within Walking distance To CNU
Fridge, microwave, oven, stovetop

8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath

8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
North Newport News
10.0 out of 10, Exceptional, (9 reviews)
"Host was very accommodating and accessible, had a great time as a family"
United States
Elizabeth D.
The price is NZ$2,155
includes taxes & fees
11 May - 12 May
8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
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

Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

10/10 Excellent
"What an amazing stay."
Georgia 2-night trip
Posted 1 hour ago
Great Wolf Lodge Williamsburg

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
236
Accommodation
347 Holiday Homes
Lowest Price
NZ$422
Highest Price
NZ$2,233