Holiday Rentals in Gloucester

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Holiday Rentals in Gloucester

"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (65)
"Beautiful Virginia countryside neighborhood surrounds this lovely cottage. A great get away."
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Radiant Gloucester House w/ Private Porch!
9.8 out of 10, Exceptional, (11)
"The house was very comfortable and clean with everything provided for the stay. The location is on a quiet street yet only a short walk to an incredible sweet shop and great restaurant. It was awesome to sit on the sun porch and listen to the birds chirping. We loved it."
Radiant Gloucester House w/ Private Porch!
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
10.0 out of 10, Exceptional, (12)
"Clean and very nice."
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
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Historic Cottage on Ware River Estate
10.0 out of 10, Exceptional, (242)
"Cute cabin. Porch was perfect in the morning. Listening to the birds while drinking coffee was relaxing. Location was perfect as we have family in Onemo. It was a relaxing & perfect."
Historic Cottage on Ware River Estate
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (14)
"The description of the property does no justice once you arrive. It’s very quiet, as clean as can be, and everything that is listed is correct. There is now a beautiful new pier in the back yard for easy launching of the kayaks, which the kids enjoyed every afternoon. The owners were very easy to communicate with during our stay and were very accommodating. Would definitely recommend!"
The price is €303
includes taxes & fees
16 Jun - 17 Jun
Welcome to this Waterfront Home with Amazing Views
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (304)
"Spectacular location. Unbelievable views. Extremely well appointed house."
Cottage on a Private Island in the York River
Private 5-acre Waterfront Peninsula with Beach
9.4 out of 10, Exceptional, (28)
"I held my daughters 18th birthday party here, and it was incredible! Plenty of room for hanging out and great for overnight guests (lots of rooms and places to sleep). Beautiful house, inside and out! Lots of things to keep people busy and entertained, but just as many for relaxing. Fantastic stay overall with a wonderful host!!! Would absolutely recommend."
The price is €1,427
includes taxes & fees
10 Jul - 11 Jul
Private 5-acre Waterfront Peninsula with Beach
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
9.6 out of 10, Exceptional, (37)
"Had a great stay, with little to no complaints!"
Private Beach - Spacious Dog & Family Friendly Beachfront 4 Bedroom River House
Hampton Centrally Located Oasis
10.0 out of 10, Exceptional, (3)
"Extras were a delightful touch, didn't need anything during our stay. Host was quick to respond, location was close to stores and everything we needed."
The price is €206
includes taxes & fees
17 Jun - 18 Jun
Hampton Centrally Located Oasis
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.8 out of 10, Exceptional, (104)
"Was able to use the amenities on the resort, as all the workers were so nice. Room was very nice but the overhead shower didn’t work. Luckily had an extra shower head we could use. My best friend and I decided to make this a yearly trip the first week of June so be ready for next summer!"
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.4 out of 10, Exceptional, (106)
"We all - seniors to toddlers - enjoyed our stay here! Wonderful to be on the river, and also convenient to Williamsburg!"
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Restored 1920's Cottage on 1 Acre w/ Fire Pit
9.4 out of 10, Exceptional, (44)
"Our grandchildren came for several visits and overnights. It was great. The cottage is very user friendly and was quiet. The surrounding areas uncluding paddock was a bonus for our Shetland sheepdogs. The walking trails were fine. We had a fantastic stay."
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Mobjack Bay Rental on Private Cove!
10.0 out of 10, Exceptional, (2)
"The home was very comfortable and very peaceful. The amenities were wonderful! Very clean. The owner was responsive and kind. We would come back every time!"
Mobjack Bay Rental on Private Cove!
Oceanfront White Stone Cottage w/ Private Beach!
7.4 out of 10, Good, (62)
"Nice"
Oceanfront White Stone Cottage w/ Private Beach!
Charming Boutique Hotel close to Williams and Mary College
2.0 out of 10, (1)
"No housekeeping service. No microwave. People actually live here. Hard to get help from the front desk when they were around. Half the facility isnt even open."
Charming Boutique Hotel close to Williams and Mary College
Super close to beaches, the historic triangle, and bush gardens!
8.2 out of 10, Very good, (14)
"The listing was clean and had everything we needed. Neighborhood was clean and quiet. Host was very responsive and accommodated our stay to our needs. We would recommend this listing to anyone and everyone. There’s a fire pit in the back yard, a deck with a charcoal grill, hot tub was amazing, and we didn’t see any bugs or roaches or creepy crawlers during our entire stay. Hot water and good water pressure!"
Super close to beaches, the historic triangle, and bush gardens!
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
8.6 out of 10, Excellent, (7)
"Cute cottage in a great location! It is a great place to take your furry family members due to the large back yard and friendly neighborhood. I will return on my next visit to see my daughter in her apprenticeship! Thankful for the friendly, responsive host!"
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
Chickahominy River Home Close to Williamsburg
9.6 out of 10, Exceptional, (11)
"The host was very gracious. Upper area very quaint and nicely decorated. Lower area also very nice to stay or use just for play. Very quiet Enjoyed very much"
Chickahominy River Home Close to Williamsburg
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (114)
"It was fantastic!! Beautiful property, clean well cared for home rental very well equipped. Felt like home ❤️hosts were also very nice and welcoming, responding to my inquiries very fast. We will definitely come back!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
Relaxing 1 bedroom 2019 Camper beside the Seven River
9.8 out of 10, Exceptional, (10)
"Although the actual camper was not the one advertised, our stay was filled with all the expected amenities Kimberly described. In a previous review someone mentions the rooster, he was quite pleasant, not at all like described in their review. The camper behind ours was closer than I would expect and not in the description, but it was not a total bother, I just adjusted the shades appropriately for privacy. Kimberly & her family were AMAZINGLY FRIENDLY! My 4yo was invited to meet the children,...
The price is €173
includes taxes & fees
30 Jun - 1 Jul
Relaxing 1 bedroom 2019 Camper beside the Seven River
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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.

Other types of properties in Gloucester you may be interested in

Best Western Historic Area Inn
2.5 star property
8.0 out of 10, Very good, (1083)
"Great place to sleep in peace "
The price is €82
includes taxes & fees
17 Jun - 18 Jun
Best Western Historic Area Inn
Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 star property
8.8 out of 10, Excellent, (2375)
"It was a really ggreat place. My husband actually chose it and he gets kudos from me! We had a really nice bedroom and bathroom,a spacious livingroom. the best surprise to me was a sunroom! beautiful!"
The price is €118
includes taxes & fees
20 Jun - 21 Jun
Hilton Vacation Club The Historic Powhatan Williamsburg
Fort Magruder Historic Williamsburg, Trademark by Wyndham
3.5 star property
7.2 out of 10, Good, (1140)
"The hotel is very nice. The outside is so pretty. SUE at breakfast is worth flying back to stay here again! Not cleaning for 3 days with a multiperson room is no good. The lack of staff is noticed. The best part is the outside. "
The price is €81
includes taxes & fees
19 Jun - 20 Jun
Fort Magruder Historic Williamsburg, Trademark by Wyndham
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.

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as €173 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

"Bee Haven" Cottage Retreat Near Colonial Williamsburg: This highly rated holiday home rental in Gloucester is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Gloucester?

Expedia has 21 holiday rentals for your stay in Gloucester.

What’s there to see and do in Gloucester?

Cultural attractions include Gloucester Museum of History, whereas Middle Peninsula State Park is a spot to enjoy nature. In the wider area, you’ll find Rosewell Ruins and Busch Gardens Williamsburg.

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.

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