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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Gloucester holiday homes

Coffee/tea maker, fridge, microwave, stovetop

1. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
The price is €326
includes taxes & fees
30 Sept - 1 Oct
Radiant Gloucester House w/ Private Porch!
Sun-loungers, beach towels

2. 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, (40 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Interior

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

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
The price is €213
includes taxes & fees
4 Oct - 5 Oct
Nice 3-bedroom house with AC in peaceful Hartfield
Microwave, oven, stovetop, dishwasher

4. Affordable Cottage!

Affordable Cottage!
Deltaville
10.0 out of 10, Exceptional, (4 reviews)
"Clean rooms and comfortable beds, very quiet area! "
United States
Jessica T.
The price is €292
includes taxes & fees
21 Sept - 22 Sept
Affordable Cottage!
Outdoor dining

5. 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 €396
includes taxes & fees
30 Sept - 1 Oct
RivahMojo on Mill Creek-just off RappahannockRiver
Pool

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

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is €351
includes taxes & fees
29 Sept - 30 Sept
The Bungalow, Pool, Dock, Kayaks, & Game Room
Desk, iron/ironing board, free WiFi

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

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (40 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is €257
includes taxes & fees
21 Sept - 22 Sept
Belle Haven - High Speed internet, walk to town
Outdoor dining

8. Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck

Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Topping
9.6 out of 10, Exceptional, (12 reviews)
"Great property. This property is private, well stocked and has amazing views."
United States
Casi H.
The price is €511
includes taxes & fees
23 Sept - 24 Sept
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Property grounds

9. The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (27 reviews)
"great place"
United States
Emily J.
The price is €290
includes taxes & fees
20 Sept - 21 Sept
The Williamsburg Haven
Outdoor dining

10. 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)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
The price is €460
includes taxes & fees
12 Oct - 13 Oct
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Microwave, oven, stovetop, dishwasher

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

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (5 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 €317
includes taxes & fees
21 Sept - 22 Sept
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Exterior detail

12. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (6 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 €418
includes taxes & fees
27 Sept - 28 Sept
The Nook in Kilmarnock Va 3 bedroom
Interior

13. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.8 out of 10, Exceptional, (31 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 €450
includes taxes & fees
30 Sept - 1 Oct
Sojourn Aviators Dream on Back River
Smart TV, fireplace, books, stereo

14. Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Great value for the money, great hosts, very renter friendly"
United States
WILLIAM M.
The price is €475
includes taxes & fees
22 Sept - 23 Sept
Unique Luxurious Waterfront in Hampton
Dining

15. 1896 Historic Mansion with a general store

1896 Historic Mansion with a general store
North Newport News
10.0 out of 10, Exceptional, (11 reviews)
"Nice accommodations and nice host. Very accommodating."
United States
Jim R.
The price is €772
includes taxes & fees
20 Sept - 21 Sept
1896 Historic Mansion with a general store
Interior

16. 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, (24 reviews)
"The nursery was great. The kitchen was well appointed. Did not care for the pans with removable handles. More comfortable living room seating would be nice. But overall a lovely home."
United States
Otis G.
The price is €707
includes taxes & fees
21 Sept - 22 Sept
8 miles to Bush Gardens/5 Bedroom Rancher with 2 master's/ playground/backyard
Exterior

17. 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, (9 reviews)
"The house was beautiful. Everything was perfect, we could not be happier with our stay."
United States
Kimberly L.
The price is €628
includes taxes & fees
21 Sept - 22 Sept
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Coffee/tea maker, fridge, microwave, oven

18. 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, (15 reviews)
"More amenities than expected, very clean and well-kept. "
United States
Swetha P.
The price is €1,127
includes taxes & fees
11 Oct - 12 Oct
8 Miles to Busch Gardens/Spacious Family Getaway/ 7Bedroom/3 masters /5 Bath
Coffee/tea maker, fridge, microwave, oven

19. 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
The price is €807
includes taxes & fees
23 Sept - 24 Sept
NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room
Coffee/tea maker, fridge, microwave, oven

20. -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
9.6 out of 10, Exceptional, (12 reviews)
"Everything was very clean good coffee options plenty of hot water :)"
United States
Allen C.
The price is €541
includes taxes & fees
25 Sept - 26 Sept
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
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

The Colonies at Williamsburg

The Colonies at Williamsburg

10/10 Excellent
"The property and amenities were perfect for our needs. Plenty of space in the condo which was nicely updated. The amenities are geared towards young families. Although it was just myself and my husband, we enjoyed spending one night after Williamsburg site seeing."
Dawn 1-night trip
Posted 1 hour ago
The Colonies at Williamsburg

Find out more about Gloucester

Gloucester Holiday Homes information

Number of reviews
324
Accommodation
320 Holiday Homes
Lowest Price
€213
Highest Price
€1,127