Chesapeake Holiday Rentals

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Holiday Rentals in Chesapeake

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
3.0 star property
8.0 out of 10, Very good, (1399)
"Looking for a place on the beach to celebrate our wedding engagement.This place did not disappoint. Great spot right on the beach, excellent and an extremely pleasant staff. I accidently left my wallet in the bedside table, they alerted me and mailed it back. Will definitely book this property in the future."
The price is S$214
includes taxes & fees
18 Nov - 19 Nov
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Ocean Key Resort by VSA Resorts
3.0 star property
7.8 out of 10, Good, (1269)
"Stayed for 1night room was nice and very clean friendly quiet. "
The price is S$173
includes taxes & fees
1 Dec - 2 Dec
The Ocean Key Resort by VSA Resorts
The Atrium Resort, Virginia Beach by Vacatia
3.5 star property
8.2 out of 10, Very good, (1292)
"Great stay at a great price."
The Atrium Resort, Virginia Beach by Vacatia
Angie's Guest Cottage
2.0 star property
8.6 out of 10, Excellent, (197)
"I come every year and Steve never looks any older! Great stay, super comfortable and convenient with 7/11, Walgreens and dining options steps away. I walked to the beach and never moved my car. Kitchenette is unequipped so bring, plates, cups, cutlery etc if you need them. I’ll be back!"
The price is S$150
includes taxes & fees
18 Nov - 19 Nov
Angie's Guest Cottage
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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Other types of properties in Chesapeake you may be interested in

Comfort Suites Chesapeake - Norfolk
2.5 star property
8.2 out of 10, Very good, (1006)
"Nice"
The price is S$121
includes taxes & fees
1 Dec - 2 Dec
Comfort Suites Chesapeake - Norfolk
Wingate by Wyndham Chesapeake
2.5 star property
8.0 out of 10, Very good, (1002)
"The hot tub has no bubbles. Needs to have service. "
The price is S$177
includes taxes & fees
1 Dec - 2 Dec
Wingate by Wyndham Chesapeake
Schooner Inn
2.0 star property
8.8 out of 10, Excellent, (2784)
"Check in was easy and the staff was friendly! Sadly, the trash trucks came at 4:00 a.m. so beware of facing the poolside on trash pick up day"
The price is S$110
includes taxes & fees
24 Nov - 25 Nov
Schooner Inn
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.

Frequently asked questions

Are there holiday rentals in Chesapeake?

Yes, there are holiday rentals in Chesapeake close to Jillian's Billiards, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in Chesapeake. While you're in the area, you can also enjoy the top-notch restaurants and live music.

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

The Atrium Resort, Virginia Beach by Vacatia: This holiday home rental outside of Chesapeake is located by the ocean, and has an indoor pool, an arcade/games room and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Chesapeake?

Expedia has 36 holiday rentals for your stay in Chesapeake.

What’s there to see and do in Chesapeake?

Chesapeake City Park and Great Dismal Swamp National Wildlife Refuge are a couple of scenic spots to enjoy the outdoors, whereas Portlock Galleries at SoNo is one of the cultural attractions. Greenbrier Mall and Chesapeake Conference Center are other places to visit while you're in town.

What’s a holiday rental in Chesapeake like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesapeake. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for small groups.