Gloucester Point Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Gloucester Point

Super close to beaches, the historic triangle, and bush gardens!
Private kitchen
Super close to beaches, the historic triangle, and bush gardens!
8.0 out of 10, Very good, (13)
"Beds were comfortable, jacuzzi and large shower in the Master Bedroom was a plus! Kitchen was very functional as we stayed in for breakfast each morning. We enjoyed our stay and would stay here again in the future! Just wished we had better weather during our visit (rained all weekend)!"
Super close to beaches, the historic triangle, and bush gardens!
Private 5-acre Waterfront Peninsula with Beach
Property grounds
Private 5-acre Waterfront Peninsula with Beach
9.4 out of 10, Exceptional, (27)
"Large family group of 24 gathered for weekend food and fun around CNU graduation. We loved the house, location and appreciated all the owner support and communication. We could not have asked for better amenities.Highly recommend!"
Private 5-acre Waterfront Peninsula with Beach
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Property grounds
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.8 out of 10, Exceptional, (103)
"Nice stay within a beautiful gated community- out of the hustle & bustle of the tourist area but conveniently located. We enjoyed the Italian restaurant nearby - Maurizio’s! Beds & bedding very comfortable!! Good communication with owners."
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Cottage on a Private Island in the York River
Exterior
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (303)
"Spectacular location. Unbelievable views. Extremely well appointed house."
Cottage on a Private Island in the York River
NO CHILDREN UNDER 5.. Smoking outside with doors and windows closed. No animals.
Fridge, microwave, stovetop, coffee/tea maker
NO CHILDREN UNDER 5.. Smoking outside with doors and windows closed. No animals.
10.0 out of 10, Exceptional, (124)
"Perfect little getaway. Very quaint. Calm and peaceful. Very friendly community."
The price is NZ$345
includes taxes & fees
16 Jun - 17 Jun
NO CHILDREN UNDER 5.. Smoking outside with doors and windows closed. No animals.
Petit Cozy Beach Bungalow— 5 min walk to the beach
Beach
Petit Cozy Beach Bungalow— 5 min walk to the beach
9.8 out of 10, Exceptional, (9)
"Nice quaint bungalow. Beds were nice and comfortable and the bathroom was also quite nice. It's close to the beach area and an easy walk. All positive about our stay there."
Petit Cozy Beach Bungalow— 5 min walk to the beach
Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (113)
"This is a great place to kayak and get away from city noise! You hear only the wildlife, hunting dogs raised by the neighbor, and a few fishing boats. The house is well stocked, a back up of paper supplies such as toilet paper and paper towels would be helpful. We spent the majority of our time on the screened-in porch in the rocking chairs and at the picnic table - amazing! The afternoon sun hits the other side of the house, so you can enjoy the porch all day long! I would agree with a...
Private, 7-acre waterfront retreat on Winter Harbor Haven
Anvil Campground
Log Cabin at Anvil Campground
Anvil Campground
2.5 star property
8.4 out of 10, Very good, (33)
"This is a real gem. It is small but very accomodating. Love seeing the families enjoy themselves and seeing everyone walking their dogs. Very friebdly. Wish it hadn’t rain but our daughter still had a great time at the game room and the free ice cream. Wish the ac worked better in the game room amd bathrooms but they were not terrible so I still give them a good review. We stayed in the apprentice cabin and it was very nice and comfortable-exept the queen bed could have used a spring base...
The price is NZ$195
includes taxes & fees
17 Jun - 18 Jun
Anvil Campground
Cozy Marina Home, Pet Friendly, Free Parking, huge yard for pets and boats
Private kitchen
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
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
On the beach, beach towels
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
9.8 out of 10, Exceptional, (233)
"Words cannot describe the absolute serenity that this property offers. Jeff was amazing in all aspects of the communication and check in. The house was perfect and far exceeded expectations, and the property checked every box. The owners pride and attention to detail is unparalleled and show is all aspects of the property. We have traveled to many places and this is by far the absolute best. There is nothing that we wanted or needed while there and loved the solitude. We can’t wait to return...
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Luxurious 3 Bedroom Condo Sleeps 8!
Fridge, microwave, oven, stovetop
Luxurious 3 Bedroom Condo Sleeps 8!
10.0 out of 10, Exceptional, (77)
"Beautiful home. Great location."
Luxurious 3 Bedroom Condo Sleeps 8!
Spacious & comfortable waterfront minutes to Beach, restaurants, and Coliseum
Fridge, microwave, oven, stovetop
Spacious & comfortable waterfront minutes to Beach, restaurants, and Coliseum
9.2 out of 10, Wonderful, (5)
"This was our second stay at the house and it was fantastic both times. The property manager is so easy to work with and the house had everything that we wanted! We loved the large family room/living room space. The house is right next to a canal, which is nice to be able to go out and look at the water in the morning and/or throughout the day."
Spacious & comfortable waterfront minutes to Beach, restaurants, and Coliseum
Charming Boutique Hotel close to Williams and Mary College
Interior
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
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Fridge, microwave, oven, stovetop
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (63)
"Seriously, don't think twice about booking this property! It's in a beautiful, quiet setting and about an hour drive from countless attractions. We went to Williamsburg, short 45 minute drive through beautiful country. The property is exceptional! The host has thought of literally everything and well appointed. Looking forward to returning soon!"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Welcome to this Waterfront Home with Amazing Views
Fridge, microwave, oven, stovetop
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (13)
"Our stay was great! The host gave us all the information we needed, and the property was amazing. We spent plenty of time talking and reading out on the water while enjoying the view. This property is quiet and fairly secluded but also doesn't feel far from food and entertainment. We loved our stay and would recommend this location to anyone!"
The price is NZ$516
includes taxes & fees
31 May - 1 Jun
Welcome to this Waterfront Home with Amazing Views
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
Exterior
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
9.8 out of 10, Exceptional, (62)
"I met up with a good friend for a long weekend that immediately felt too short. The house is absolutely wonderful! Views galore. Total peace and tranquility. Very private. We just wanted to enjoy the cove, drink coffee by the water and enjoy excursions to Gloucester, Gwynn Island, and Mathews. The house was perfectly located but was wonderful just one its own. We hope to come back soon and take out the kayaks in the warmer weather."
Tranquility on the Water! Renovated Modern Farmhouse on Private Cove on N. River
Restored 1920's Cottage on 1 Acre w/ Fire Pit
Exterior
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
Historic Cottage on Ware River Estate
Property grounds
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
Radiant Gloucester House w/ Private Porch!
Interior
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!
Don't see what you're looking for?
See all available properties in Gloucester Point
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 Point you may be interested in

Hilton Vacation Club The Historic Powhatan Williamsburg
Indoor pool, outdoor pool, pool umbrellas, pool loungers
Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 star property
8.8 out of 10, Excellent, (2365)
"Great stay, family reunion over Memorial Day weekend. Very clean, spacious rooms. Restaurant very accommodating. Five minutes to stores and fifteen to Colonial Williamsburg."
The price is NZ$218
includes taxes & fees
6 Jun - 7 Jun
Hilton Vacation Club The Historic Powhatan Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Garden
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
3.0 star property
8.8 out of 10, Excellent, (1005)
"Good spot near colonial Williamsburg. Very friendly staff. Fantastic amenities, including a splash pad and pool. The place could use a little bit of upkeep."
The price is NZ$296
includes taxes & fees
3 Jun - 4 Jun
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Vacation Village At Williamsburg
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Vacation Village At Williamsburg
3.0 star property
8.6 out of 10, Excellent, (1005)
"Great place to stay! It was raining during our stay but was just as magical. We prepared for rain and brought umbrellas. We grabbed coffee from the snack bar and went for a walk. Daisies are my favorite flower, and they were all around the property. the suite was very clean. Property was well maintained. We raced each other on the racing game in the game room. Loved our stay and our massages. Great way to relax!"
The price is NZ$523
includes taxes & fees
1 Jun - 2 Jun
Vacation Village At Williamsburg
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gloucester Point holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Gloucester Point. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Gloucester Point. Seeing all the best attractions is bound to make you fall in love with Gloucester Point. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Gloucester Point short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Gloucester Point?

Yes, there are holiday rentals where you'll be only 8.2 mi (13.2 km) from Busch Gardens Williamsburg, offering you a more secluded option if you'd like a quiet spot to stay.

What are some of the best holiday rentals that Gloucester Point has to offer?

Private 5-acre Waterfront Peninsula with Beach: This holiday home rental outside of Gloucester Point is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Gloucester Point?

Choose from 3 Expedia holiday rentals in Gloucester Point for a memorable holiday.

What’s there to see and do in Gloucester Point?

Explore the area and family-friendly sights such as Busch Gardens Williamsburg, or get out into nature at a spot like Gloucester Point Beach Park. In the wider area, you’ll find Yorktown Beach and Fort Eustis.

What’s a holiday rental in Gloucester Point like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gloucester Point. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.

Recent reviews of Gloucester Point properties
Expedia verified reviews

Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

5/5 Excellent
At Home
"My husband and I really enjoyed our stay at Comfort Inn. The place was clean and secure. The people were very friendly. The breakfast had more than enough food. Our room was cleaned promptly at our request. We felt like we were at home. "
A verified traveller stayed at Comfort Inn & Suites Hampton near Coliseum
Posted 2 days ago
Comfort Inn & Suites Hampton near Coliseum