Hotel holiday rentals in Chesapeake Beach

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Popular amenities for hotel rentals in Chesapeake Beach

Family-friendly hotel rentals

Hotel room in Williamsburg
4.75 out of 5 average rating, 12 reviews

Wyndham Kingsgate * 3BR

LaurenRating, 5 stars48 months ago
Family-friendly resort in a central location to all that Williamsburg has to offer. Very spacious rooms.
Top guest favourite
Resort in Williamsburg
5 out of 5 average rating, 24 reviews

*Historic Powhatan Resort- 4 bedroom sleeps 12

ChisolmRating, 5 stars1 week ago
Our family, aged, 5-75, had a great stay at the Hilton Powhatan Resort. We had plenty of space! It was basically two separate apartments - one upstairs and one downstairs. Each with two bedrooms (one en-suite), 2 bathrooms, and each had a full kitchen and living room. The downstairs one had a nice outdoor sitting area. The resort itself was great w 3 pools - pool towels provided there. You get 2 parking spots but they have guest spots as well. Everyone was friendly. Countless restaurants and stores within 5 minutes of the resort. No list of instructions for check-out. We loved it! We would definitely stay again.
Hotel room in Williamsburg
4.6 out of 5 average rating, 15 reviews

Wyndham Kingsgate * 2BR

DanielRating, 5 stars48 months ago
Place was great. Family loved it. Plenty to do. Communication was great and check in and out was a breeze!
Guest favourite
Resort in Williamsburg
4.89 out of 5 average rating, 168 reviews

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

RafaelRating, 5 stars4 days ago
Loved our stay here and the surrounding area! Such a practical and convenient place to vacation!
Hotel room in Yorktown
4.96 out of 5 average rating, 25 reviews

Marl Inn Bed and Breakfast - Yorktown Suite

RandellRating, 5 stars10 months ago
We stayed in the Patriot Suite and the King Size Bed was AWESOME!!! Amy & Paul were great Host and made you feel like family. We even went to church with them and were highly blessed! Thank you Amy & Paul for everything!!! We highly recommend staying there! Nancy & Randell
Superhost
Resort in Williamsburg
4.64 out of 5 average rating, 42 reviews

The Historic Powhatan Resort- 2 bdrm

MikeRating, 5 stars35 months ago
Beautiful grounds. Place was perfect for our 2 families to stay comfortably for 3 nights with plenty of room. Amenities were great.
Resort in Williamsburg

Luxurious 1 Bedroom-Live Like the Governor of WBG!

StephanieRating, 5 stars90 months ago
Close to most things you'd want to do in a visit to wmsbg. Very clean and we loved using the indoor heated pool at the aquaticcenter and would love to stay again in warmer weather to enjoy other family friendly amenities
Guest favourite
Resort in Williamsburg
4.86 out of 5 average rating, 132 reviews

*Historic Powhatan Resort- 2 Bedroom Sleeps 6

AmyRating, 5 stars2 weeks ago
Very clean and comfortable- a spacious place to stay.

Hotel rentals with a pool

Resort in Williamsburg
4.5 out of 5 average rating, 6 reviews

Wyndham Patriots Place | King Bed Studio

CoryRating, 5 stars6 months ago
Clean space, plenty of room, easy check in. Only negative is the sales pitch for a timeshare but it’s understandable
Resort in Williamsburg
4.75 out of 5 average rating, 16 reviews

Charming 2BR Colonial Condo at Wyndham Kingsgate

KatriceRating, 5 stars2 months ago
This was a nice place! Everything was as described in the description! Had an issue with the bathroom sink but the maintenance crew onsite was able to fix it with no problem! Overall excellent rental and we look forward to renting from this host again.
Resort in Williamsburg
4.87 out of 5 average rating, 23 reviews

Charming 3BR Colonial Condo at Wyndham Kingsgate

AleineRating, 5 stars5 days ago
Everything was as stated on the site. My family and I enjoy the place and the location was great.
Guest favourite
Resort in Williamsburg
5 out of 5 average rating, 5 reviews

Wyndham Patriots Place | 2BR/2BA King Bed Suite

SarahRating, 5 stars1 week ago
This was the perfect stay for our family of four. The place was spacious and extremely clean. The kitchen was equipped for cooking with pots, pans, and utensils. It also is close to the onsite pool and firepit. It is in a peaceful area away from the main road, and only about a 5 minute drive to Colonial Williamsburg, which was very convenient. Overall we had a great stay and would definitely stay here again if we come back to this area!
Guest favourite
Resort in Williamsburg
5 out of 5 average rating, 5 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

MadisonRating, 5 stars3 days ago
This was one of the best vacations we have had. Great pool, amazing arcade games, and a small beach not too far. It was so great! They have old photos on this listing. There is not park but no biggie.
Resort in Williamsburg
4.91 out of 5 average rating, 11 reviews

Wyndham Patriots Place | 2BR/2BA King Bed Suite

KellieRating, 5 stars1 week ago
The location was excellent—conveniently close to restaurants and local attractions. The unit was clean, quiet, and well-equipped with everything we needed for a comfortable stay. While we didn’t use the pool, the overall environment was pleasant and relaxing. There was a small timeshare pitch upon check-in, but it was brief and not overly aggressive. Overall, a great stay and would recommend for travelers looking for convenience and comfort.
Resort in Williamsburg
4.8 out of 5 average rating, 5 reviews

Charming 2BR Colonial Condo at Wyndham Kingsgate

KatyRating, 5 stars12 months ago
The accommodation was as described and provided a great value for a family getaway. The host was communicative and provided helpful instructions. Check-in took a while due to the resort's rules and procedures, but I was able to politely decline the timeshare presentation, and we enjoyed the stay and amenities. It isn't the fanciest or most updated place, but it was comfortable, there was a lot to do on site, and it was in a convenient location for exploring the area. Would stay there again.
Resort in Williamsburg
4.92 out of 5 average rating, 12 reviews

Wyndham Kingsgate Resort | 1BR/1BA King Bed Suite

ClaireRating, 5 stars3 weeks ago
Kingsgate in Williamsburg is a family friendly resort. We always have a great time. This unit was clean, convenient and a great homebase for a weekend of Williamsburg attractions.

Hotel rentals with a patio

Hotel room in Williamsburg

Cozy 3BD Suite in Gorgeous Williamsburg!

RyanRating, 5 stars1 month ago
We had a great family vacation. Kids loved the amenities and it was close to everywhere we wanted to go
Resort in Williamsburg
4.8 out of 5 average rating, 10 reviews

Club Wyndham Governor’s Green One-Bedroom Suite

DerekRating, 5 stars3 months ago
The property was beautiful and exactly as listed. It is an excellent spot for family vacations with plenty to do. We will definitely be returning.
Superhost
Hotel room in Williamsburg

Williamsburg, VA- Governor's Green-3Bd Dlx

GregRating, 5 stars24 months ago
Nice, clean place. Plenty of room for 3 adults and 3 kids. Short drive to restaurants. ~15 min to Busch Gardens. Nice property with things for the kids to do.
Hotel room in Virginia Beach

Hilton Virginia Beach 1BR suite with city view

BakhtierRating, 5 stars11 months ago
My first experience with Airbnb exceeded my expectations. The location was ideal, situated right next to the boardwalk and beach. The fully equipped kitchen was a lifesaver, especially when traveling with kids. The host was outstanding and very responsive, ensuring we had everything we needed. Both the room and living area were spotless. I’m already looking forward to returning next year!
Hotel room in Virginia Beach

Oceanview (Va Beach) Getaway

PamalaRating, 5 stars11 months ago
The place is very nice. Beach is right there walking distance. You can see it from your balcony There are a lot to do and I would definitely go back.
Private room in Hampton
5 out of 5 average rating, 3 reviews

Extra large Studio centrally located in Hampton

JaliylaRating, 5 stars20 months ago
Maria was indeed a great host. The loft was perfect for what I needed, and the location was 8-12 minutes to every destinationI selected. I love that I had my own parking space and a lock on my loft door from the inside.
Hotel room in Williamsburg
5 out of 5 average rating, 7 reviews

Boutique King Room Near Colonial Williamsburg

KiandraRating, 5 stars1 day ago
Despite saying motel out front this space was superb, fresh, and airy! Would absolutely return!
Resort in Virginia Beach

Charming Three Bedroom Penthouse- City View

Destinations to explore