Holiday Homes in Gloucester

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Gloucester

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
Interior

3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games

10.0 out of 10, Exceptional, (25)
"We had a great time fishing, kayaking, paddle boarding and checking out the area! Definitely a great place for a family to stay. "
The price is AU$874
includes taxes & fees
2 Sept - 3 Sept
3br/2ba Waterfront Home overlooks Private Dock. 2+ acres of front yard Games
House on creek with dock and private!
Interior

House on creek with dock and private!

8.6 out of 10, Excellent, (9)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
The price is AU$371
includes taxes & fees
1 Sept - 2 Sept
House on creek with dock and private!
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (35)
"We had a great time at Baydreamin'."
The price is AU$481
includes taxes & fees
3 Sept - 4 Sept
Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Exterior

Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.

9.6 out of 10, Exceptional, (38)
"Loved yorktown, loved the neighborhood, and had a great time. "
The price is AU$353
includes taxes & fees
17 Sept - 18 Sept
Yorktown - 3 private rooms and bath for 1 group/party. Not a whole home rental.
Sojourn Aviators Dream on Back River
Terrace/patio

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (25)
"My family enjoyed the experience of staying near the water. The views were lovely! "
The price is AU$696
includes taxes & fees
16 Sept - 17 Sept
Sojourn Aviators Dream on Back River
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Smart TV, table football, books

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

10.0 out of 10, Exceptional, (5)
"This was a nice place to visit with a big yard and open views for the water. "
The price is AU$946
includes taxes & fees
24 Aug - 25 Aug
Family Friendly Waterfront Home - Private Dock, Kayaks, Fire Pit, Grill, Deck
Spacious 7-bedroom house in brilliant Newport News with AC, WiFi
Interior

Spacious 7-bedroom house in brilliant Newport News with AC, WiFi

10.0 out of 10, Exceptional, (1)
"The house was clean and tastefully decorated. The photos do not do the house justice. House step up: Four out of the seven bedrooms had their own bathroom. Each bedroom had a queen bed except the larger room that had 2 queen beds and a crib. Each room had a house size closet with a few hangers. There is a washer and dryer upstairs in the hallway. Location: the house is right off and busy bypass. The noise was not too bad. The house sits on a lot with another smaller house that I believe is...
The price is AU$1,703
includes taxes & fees
3 Sept - 4 Sept
Spacious 7-bedroom house in brilliant Newport News with AC, WiFi
Luxury Studio Guesthouse Deltaville
Interior

Luxury Studio Guesthouse Deltaville

10.0 out of 10, Exceptional, (57)
"This little house is still roomy and perfect for a stay. Nothing to complain about would stay again and highly recommend "
The price is AU$464
includes taxes & fees
1 Sept - 2 Sept
Luxury Studio Guesthouse Deltaville
Family friendly 5 bedroom home within Walking distance To CNU
Fridge, microwave, oven, stovetop

Family friendly 5 bedroom home within Walking distance To CNU

10.0 out of 10, Exceptional, (48)
"We had the most amazing time in this beautiful modern house! The rooms were perfect, the common area and living room are more beautiful than the pictures and the water feature outside is so peaceful! I couldn’t recommend staying here more! "
The price is AU$1,056
includes taxes & fees
2 Sept - 3 Sept
Family friendly 5 bedroom home within Walking distance To CNU
Serenity on the Rappahannock
Dining

Serenity on the Rappahannock

10.0 out of 10, Exceptional, (6)
"This house was perfect for a girls weekend. The house was clean, nicely decorated and had great views. The owner was prompt to answer all of my questions. We will definitely consider returning for the next time! "
The price is AU$1,447
includes taxes & fees
18 Sept - 19 Sept
Serenity on the Rappahannock
Waterfront w/Floating Dock, Kayaks~Family Home
Interior

Waterfront w/Floating Dock, Kayaks~Family Home

10.0 out of 10, Exceptional, (7)
"We were very pleased with our stay. "
The price is AU$1,010
includes taxes & fees
1 Sept - 2 Sept
Waterfront w/Floating Dock, Kayaks~Family Home
Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground
Fridge, microwave, oven, stovetop

Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground

10.0 out of 10, Exceptional, (15)
"The house was clean and beautifully laid out to meet the needs of our group. Any issues were very, very minor and taken care of swiftly. We would definitely consider renting it out again. "
The price is AU$1,112
includes taxes & fees
2 Sept - 3 Sept
Newly built 5 Bedroom Rancher with 2 master's and a big yard with playground
Family fun Grotto waterfall Bethel Oasis
Fridge, microwave, oven, stovetop

Family fun Grotto waterfall Bethel Oasis

9.8 out of 10, Exceptional, (33)
"The property is as described. Cute and clean, we enjoyed our stay. Most importantly, the beds were comfortable which is a big deal when they are not. Would recommend this place for families. "
The price is AU$1,149
includes taxes & fees
25 Aug - 26 Aug
Family fun Grotto waterfall Bethel Oasis
Charming 3-bedroom house with WiFi, AC in historic Williamsburg
Interior

Charming 3-bedroom house with WiFi, AC in historic Williamsburg

The price is AU$609
includes taxes & fees
3 Sept - 4 Sept
Charming 3-bedroom house with WiFi, AC in historic Williamsburg
1-Bedroom Suite at a Hotel
Bar (on property)

1-Bedroom Suite at a Hotel

The price is AU$344
includes taxes & fees
3 Sept - 4 Sept
1-Bedroom Suite at a Hotel
2-Bedroom Suite at a Hotel
Bar (on property)

2-Bedroom Suite at a Hotel

The price is AU$750
includes taxes & fees
7 Sept - 8 Sept
2-Bedroom Suite at a Hotel
More to do than you will have time for !
Indoor pool, outdoor pool

More to do than you will have time for !

The price is AU$2,011
includes taxes & fees
3 Sept - 4 Sept
More to do than you will have time for !
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

Howard Johnson by Wyndham Williamsburg

Howard Johnson by Wyndham Williamsburg

10/10 Excellent
"Great location to the Historic District, Water Country USA, and Busch Gardens. Clean rooms, breakfast, and a pool. Great value for the price!"
ShelbyLynn 2-night trip
Posted 17 hours ago
Howard Johnson by Wyndham Williamsburg