A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

Holiday Homes in Gloucester

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Gloucester holiday homes

A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

1. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (35 reviews)
"We loved the 1920’s feeling to the home. The cleanliness and quiet location were exactly what we were looking for. We were just a block from the historical center and took advantage of the shops and eateries. We would definitely stay here afain"
United States
David
The price is €310
includes taxes & fees
3 Nov - 4 Nov
Radiant Gloucester House w/ Private Porch!
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

2. Nice 3-bedroom house with AC in peaceful Hartfield

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
The price is €219
includes taxes & fees
3 Nov - 4 Nov
Nice 3-bedroom house with AC in peaceful Hartfield
A small, single-story house with a porch, a wooden deck, and a brick pathway.

3. Deltaville 2BR Retreat, Walk to Museum, Boat Parking

Deltaville 2BR Retreat, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect - loved staying here. "
United States
John L.
The price is €250
includes taxes & fees
8 Nov - 9 Nov
Deltaville 2BR Retreat, Walk to Museum, Boat Parking
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

4. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
The price is €391
includes taxes & fees
3 Nov - 4 Nov
RivahMojo on Mill Creek-just off RappahannockRiver
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is €302
includes taxes & fees
3 Nov - 4 Nov
The Bungalow, Pool, Dock, Kayaks, & Game Room
A living room with a blue accent wall, a flat-screen TV, a modern chandelier, a sofa, a coffee table, and a massage chair.

6. Single-Story Townhouse Near Outlets & Attractions

Single-Story Townhouse Near Outlets & Attractions
Williamsburg
10.0 out of 10, Exceptional, (29 reviews)
"great place"
United States
Emily J.
The price is €320
includes taxes & fees
3 Nov - 4 Nov
Single-Story Townhouse Near Outlets & Attractions
A modern kitchen with a central island, bar stools, and a built-in oven.

7. Williamsburg Home for Colonial & Theme Park Trips

Williamsburg Home for Colonial & Theme Park Trips
Williamsburg
The price is €595
includes taxes & fees
3 Nov - 4 Nov
Williamsburg Home for Colonial & Theme Park Trips
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

8. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (41 reviews)
"We are a Family of 4 that stayed and absolutely loved Rosehill Cottage! Set back in a serene setting with the most beautiful view of the Rappahannock River! The Cottage was adorable with plenty of space to spread out, was clean, & had all of the cooking ware you need. The pool was a blast! We really enjoyed our time at the pool! I would definitely give Rosehill Cottage a consideration when you want to get away from the hustle & bustle of everyday life!"
United States
Melody F.
The price is €447
includes taxes & fees
8 Nov - 9 Nov
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
A spacious dining area with high wooden tables and chairs, surrounded by shelves filled with decorative items.

9. 1896 Historic Mansion with a general store

1896 Historic Mansion with a general store
North Newport News
9.8 out of 10, Exceptional, (13 reviews)
"Nice accommodations and nice host. Very accommodating."
United States
Jim R.
The price is €761
includes taxes & fees
3 Nov - 4 Nov
1896 Historic Mansion with a general store
A small, single-story house with a red front door, a white porch, and a number "70" sign.

10. Luxury Studio Guesthouse, Walk to Museum, Boat Parking

Luxury Studio Guesthouse, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (61 reviews)
"Awesome little place. We absolutely enjoyed staying here. Very clean and had all amenities one would need. Will definitely book again. "
United States
Stan R.
The price is €240
includes taxes & fees
3 Nov - 4 Nov
Luxury Studio Guesthouse, Walk to Museum, Boat Parking
A modern kitchen with stainless steel appliances, a dining area with a blue sofa, and a small outdoor garden with a waterfall.

11. 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, (25 reviews)
"This house is stunning! Beautiful home, so clean, convenient to absolutely everything! It deserves way more than 5 stars! "
United States
Amy J.
The price is €839
includes taxes & fees
3 Nov - 4 Nov
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
A modern kitchen with white cabinets, stainless steel appliances, and a large island with a sink.

12. 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, (17 reviews)
"More amenities than expected, very clean and well-kept. "
United States
Swetha P.
The price is €1,261
includes taxes & fees
16 Nov - 17 Nov
8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
A wooden dock with chairs facing a calm lake, surrounded by dense forest.

13. Private home on creek with dock.

Private home on creek with dock.
Lancaster
9.2 out of 10, Wonderful, (15 reviews)
"Great place loved it!"
United States
Brandon W.
The price is €178
includes taxes & fees
19 Nov - 20 Nov
Private home on creek with dock.
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

14. Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (42 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is €266
includes taxes & fees
2 Dec - 3 Dec
Belle Haven - High Speed internet, walk to town
A red cabin with a porch, surrounded by trees.

15. 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, (11 reviews)
"The house was beautiful. Everything was perfect, we could not be happier with our stay."
United States
Kimberly L.
The price is €607
includes taxes & fees
3 Nov - 4 Nov
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
A view through a window with a grid pattern, overlooking a calm sea and a sandy beach with a small structure and a lifebuoy.

16. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (33 reviews)
"Great location. Excellent view. The F22 Raptors were cool to see. Not so loud. Host was great. The place does not have a full size oven, so plan accordingly. Beds were comfy."
United States
Jim G.
The price is €391
includes taxes & fees
3 Nov - 4 Nov
Sojourn Aviators Dream on Back River
A modern kitchen with a central island, stainless steel appliances, and teal bar stools.

17. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (7 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 €318
includes taxes & fees
1 Dec - 2 Dec
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
An outdoor dining area with a view of a lake and forest, wooden tables and chairs, and a wooden barrel structure.

18. NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room

NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room
Lanexa
NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room
A small, single-story house with a porch, a wooden deck, and a brick pathway.

19. Two Private Cottages 3BR, Boat Parking, Walk to Marinas

Two Private Cottages 3BR, Boat Parking, Walk to Marinas
Deltaville
10.0 out of 10, Exceptional, (1 review)
"Clean house, comfy"
United States
Ellen M.
The price is €440
includes taxes & fees
3 Nov - 4 Nov
Two Private Cottages 3BR, Boat Parking, Walk to Marinas
A room with a wooden floor, a sliding glass door leading to a deck with outdoor furniture, and a view of the ocean.

20. Waterfront Home with pool, dock, gameroom, and kayaks!

Waterfront Home with pool, dock, gameroom, and kayaks!
Topping
10.0 out of 10, Exceptional, (1 review)
"Beautiful property. Owner responded very quickly to questions and resolved problem quickly. Seems pricey. We enjoyed our time there. Very quiet."
United States
Patricia C.
The price is €1,252
includes taxes & fees
21 Nov - 22 Nov
Waterfront Home with pool, dock, gameroom, and kayaks!
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

Kingsmill Resort

Kingsmill Resort

10/10 Excellent
"Great resort with amazing scenery and staff"
Mike 2-night trip
Posted less than an hour ago
Kingsmill Resort

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
408
Accommodation
320 Holiday Homes
Lowest Price
€178
Highest Price
€1,261