Holiday rentals with a pool in James City County

4.95 out of 5 average rating, 164 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

This beautiful 1 bed-1 bath unit is a cozy 400 sq.ft. and is located in the exclusive Kingsmill neighborhood. This first floor unit offers a king-size bed with a private patio that walks out onto the 9th Fairway of the River Course at Kingsmill. You'll enjoy the luxurious full bathroom with shower/tub combination and upgraded finishes. In the bedroom, you'll also find a computer desk, an over-sized sitting chair, a mini-fridge, a microwave, a Keurig coffee maker, and 50" Roku Smart TV w cable!

Townhouse in Williamsburg

4.91 out of 5 average rating, 34 reviews

4BDR lock-off. Sleep 12. Best bargain in town.

We've bundled two, two-bedroom condo units into a large 2460 sq. ft. four bedroom. Enjoy two king size master suites, queen and twin bed guest units and two kitchens and dining rooms. Four full bathrooms. The two living areas each have fireplaces, and each has a sleeper sofa. Prepare those family meals in two well-appointed kitchens each equipped with a refrigerator, microwave, toaster, coffee maker and utensils. Only minutes from area shopping, dining and attractions, including Busch Gardens.

4.96 out of 5 average rating, 46 reviews

Marriott's Manor Club Ford's Colony 2BD Villa Slee

Discover for yourself where the United States began. Surrounding your resort are some of the most iconic spots in our nation's glorious past, including Yorktown and the amazing Jamestown Settlement replica, where costumed historical interpreters describe and demonstrate daily life in pre-Revolutionary War America. Williamsburg also offers fun modern-day attractions for the whole family. Thrill to fantastic rides at the Busch Gardens Williamsburg theme park, or cool down at Water Country USA.

4.67 out of 5 average rating, 3 reviews

Modern Studio Comfort at Burgesses Way

Built on the lush grounds of a former golf course, this quiet resort community is surrounded by the stunning landscape and historic spirit of Williamsburg. A great retreat any time of year, its central location also provides convenient access to explore all the area has to offer. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $250 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in.

Townhouse in Williamsburg

5 out of 5 average rating, 18 reviews

3bdr Williamsburg Townhouse, sleeps 8

Discover Historic Powhatan, a Hilton Vacation Club managed property, in Williamsburg, Virginia. Nestled amidst timeless beauty, our resort offers a unique blend of history and modern comfort. Explore nearby historic sites, unwind by the pool, or embark on a culinary journey in our on-site restaurant. Experience a stay that bridges the gap between the rich heritage of Williamsburg and the indulgence of contemporary relaxation. 1,736sq ft 3BDR, 2BTH, 3-STORY SUITE

Farm stay in Williamsburg

4.96 out of 5 average rating, 362 reviews

3 BR Cottage on Mallardee Farm in Williamsburg

Enjoy all the comforts of home during your Williamsburg vacation at Mallardee Farm! Allow us to make our home, your home while you explore all of Williamsburg’s attractions-just a 15 minute drive away! You’ll find that Mallardee Farm will serve as its own attraction with our friendly, rescued farm pets, walking trails through the 57 acre property, complimentary fishing poles, canoe, row boat & kayaks to use on our 7 acre pond. Covid-19 precautions followed.

Guest house in Gloucester

5 out of 5 average rating, 133 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

With stunning views overlooking Bland Creek, this guesthouse is the perfect place to unwind or start your adventure. This two-bedroom apartment is nestled high in the treetops, perfectly situated on 10 acres of wooded and coastal beauty. When the time comes to explore, guests are only minutes away from eclectic shopping and dining in historic downtown Gloucester, with Williamsburg and Richmond an easy 45 minutes away.

Guest house in Gloucester

4.93 out of 5 average rating, 100 reviews

Clay Bank River Front Cottage

Recently updated waterfront cottage 2 bedroom - 2 queen beds, a pull out sofa, 28 private acres on the York River in Gloucester, Va. Great remote getaway with a pool, kayaks and private pier for fishing/crabbing. Lightly traveled river. Access to Yorktown, Newport News, Williamsburg, Jamestown, Richmond, Norfolk, Urbanna. Shares the property with the main house where owner lives.

4.91 out of 5 average rating, 273 reviews

Historic Powhatan Resort- 2 bedroom condo!

Peacefully situated amid 256 acres of rolling woodland hills, and boasting all the character of a distinguished manor house, The Historic Powhatan Resort captures the essence of its Colonial surroundings. Sumptuous, spacious accommodations offer a private balcony, loft and hot tub. Originally built circa 1735, this restored manor house offers a serene getaway during any season.

4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

Offering a one bedroom apartment in Westgate Historic Williamsburg Resort with a king size bed, sofa bed and full kitchen. This fabulous resort has fantastic amenities and is a great location to visit the area attractions such as Colonial Williamsburg, Busch Gardens Williamsburg and Water Country USA. A great location to visit the local attractions.

4.9 out of 5 average rating, 20 reviews

Villa in Williamsburg

Quiet Villa with Access to Amazing Amenities

Tucked away amidst forested hills on the edge of town, this quiet escape is perfect for your Williamsburg getaway. Providing easy access to downtown and a number of historic attractions as well as access to a plethora of awesome on-site amenities, you can't go wrong when you stay in this equipped villa.

5 out of 5 average rating, 8 reviews

KingsGATE Resort 1 Bedroom

This peaceful resort is furnished in the style of the colonial period, yet it offers all the modern amenities and activities that will make your stay an enjoyable experience. Surrounded by the area's top attractions, sites and historic landmarks will ensure your family getaway is one to remember.

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Popular amenities for James City County rentals with a pool

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Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Spring Grove

4.88 out of 5 average rating, 24 reviews

1800's Manor House on the James River

BrandonRating, 5 stars4 weeks ago

It was a beautiful place to get engaged and the history of the house was awesome and the view in the backyard was mystifying!

4.8 out of 5 average rating, 5 reviews

Our Home Away from Home

SheilaRating, 5 stars2 weeks ago

Sue was very communicative throughout our experience. She responded quickly to my initial message and each message thereafter. My trip was a bit last-minute, but it sure didn't feel that way! The cottage was perfect in every way! It was clean and cozy. It was just the right size. It truly felt like a home away from home. The resort was peaceful and included many activities. The resort staff was friendly, too! If I travel to Williamsburg for pleasure again, I would absolutely see if this cottage is available.

5 out of 5 average rating, 3 reviews

Lovely 3 bed cottage sleeps 10

CathyRating, 5 stars11 months ago

The cottage was clean and uncluttered. It was very comfortable, from the table to the couch to the beds. It had all the amenities needed for a week-long stay. It was in a safe and friendly gated resort neighborhood. As a group of four adult women, we loved the four bathrooms (3 full, 1 half) and four comfortable beds.

Home in Gloucester

4.8 out of 5 average rating, 10 reviews

Squeaky Shores on the York River

OncaRating, 5 stars3 weeks ago

super sweet host !! totally bailed us out last minute!!

4.5 out of 5 average rating, 4 reviews

Lovely 3 bedroom cottage

MargaritaRating, 5 stars23 months ago

Beautiful cottage in a beautiful area. Would stay here again. Our layout was a bit different from the pictures, but it work great to have a space for the teens and another one for the adults. I would love to stay here again.

5 out of 5 average rating, 3 reviews

Parkside Williamsburg | 3BR Next to Busch Gardens!

BeckyRating, 5 stars18 months ago

Great location! Easy check in! Perfect for our family of 5. No issues!

4.73 out of 5 average rating, 11 reviews

Cheerful free standing 4 bed 4 1/2 bath home

ChuckRating, 5 stars12 months ago

The check-in process, with the resort, includes repeated attempts to sign up for a timeshare presentation. The resort's activities center staff was rude when we signed up for an activity. The indoor and outdoor pools are great. The resort has a gym, but it's small and has limited equipment. The accommodations are clean and offers everything we were looking for. The furnishings could use updating though. The location is perfect for Colonial Williamsburg, Jamestowne Settlement, Water Country USA and Busch Gardens Williamsburg.

RitaRating, 5 stars2 months ago

Estates at King's Creek: 3-BR, 3 Baths, Sleep 10

The place was perfect - exactly as she described it and so close to everything we wanted to see!

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Apartment rentals with a pool

4.85 out of 5 average rating, 40 reviews

Charming 2BR Colonial Condo at Wyndham Kingsgate

ReginaRating, 5 stars4 days ago

We enjoyed our stay and can’t wait to return!

4.92 out of 5 average rating, 13 reviews

Wyndham Kingsgate (3 BD LO)

AshleyRating, 5 stars3 weeks ago

Loved the resort and all the different things to do. We will definitely visit again, had a great time!

5 out of 5 average rating, 15 reviews

Historic Charm & Modern Comfort at Hilton Powhatan

ValerieRating, 5 stars2 weeks ago

The rental itself had spacious bathrooms and bedrooms and was very quiet. The resort had a nice pool. Good location close to lots of things to do. Would come back again.

4.88 out of 5 average rating, 8 reviews

Williamsburg Plantation: 2-BR, Sleeps 6, Kitchen

BobRating, 5 stars24 months ago

The accommodations were perfect for two families and the amenities were nice. Plenty of places to dine and shop within a 3 mile radius. The staff at the community were very friendly and welcoming as well. We had an awesome time and will definitely reach out to Igor for another trip real soon. Thank You! Bob and Stephanie Geck

4.58 out of 5 average rating, 12 reviews

Wyndham Patriots Place | King Bed Studio

ToriRating, 5 stars8 months ago

We had a great stay here. Check in was easy and the suite had everything you need to feel at home. Staff was also very nice and helpful. Would recommend!

4.86 out of 5 average rating, 14 reviews

2br Deluxe Colonial Condo Fun For Whole Family!

KatiRating, 5 stars2 weeks ago

The place was exactly what was described!! Lots of amenities including 3 pools, putt putt golf, arcade and more all included with your stay. My family and I will definitely stay here again. We love this place! Andrew was a very responsive host and very informative.

4.6 out of 5 average rating, 5 reviews

Relax in Style: 1BR Condo w/ Balcony at CW Governo

SamuelRating, 5 stars4 months ago

Hello everyone! If you never been to the Wyndham Resort in Williamsburg you have to go. Great stay, amazing scenery, and everyone is very friendly. The host I had name is Anna. Anna did an amazing job communicating with me throughout my booking process. I loved everything about resort when i stayed for 2 nights. The jet tub was amazing OMG I dont know what else to say lol. It was so fun , and peaceful to be away. One more thing the restaurants are really nice as well to go eat at. THANK YOU ANNA I REALLY APPRECIATE YOU.