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Chesapeake Vacation Rentals

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Check prices for these dates

Tonight
Jan 8 - Jan 9
Tomorrow
Jan 9 - Jan 10
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Chesapeake vacation rentals

Apartment | 2 bedrooms
The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is ₩143,116
₩373,508 total
includes taxes & fees
Jan 10 - Jan 11
The Speakeasy Downtown Newport News
Beach nearby
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia
3.5 star property
Northeast Virginia Beach
8.2 out of 10, Very Good, (1479)
"Staff was very nice and attentive!"
United States
Darryl
The price is ₩664,595
₩850,436 total
includes taxes & fees
Jan 21 - Jan 22
The Atrium Resort, Virginia Beach by Vacatia
Terrace/patio
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
3.0 star property
Northeast Virginia Beach
8.2 out of 10, Very Good, (1180)
"The room was very clean and nice! Enjoyed the ocean view. We had nothing but positive interactions with the staff. It was very easy to use all the wonderful facilities such as the pool hot tub and the sauna."
United States
Bonnie
The price is ₩168,951
₩280,447 total
includes taxes & fees
Jan 21 - Jan 22
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
House (4 Bedrooms) | Interior
Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
The price is ₩381,197
₩896,408 total
includes taxes & fees
Jan 9 - Jan 10
Centrally Located Hampton Roads Home w/ Game Room!
Indoor pool
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort
3.0 star property
Northeast Virginia Beach
7.8 out of 10, Good, (1457)
"Great stay, great recovery from other ocean front places! Great room for a family or girls sleepover!!"
United States
Aja-Brianne A
The Ocean Key Virginia Beach Resort
Terrace/patio
stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
2.5 star property
Suffolk
9.4 out of 10, Exceptional, (58)
"Beautiful and clean. The staff was amazing. "
United States
Robin
The price is ₩172,302
₩197,872 total
includes taxes & fees
Jan 19 - Jan 20
stayAPT Suites Suffolk-Chesapeake
Property entrance
Angie's Guest Cottage

Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.6 out of 10, Excellent, (225)
"The best place I have ever stayed at"
United States
Robin
The price is ₩114,675
₩148,933 total
includes taxes & fees
Jan 21 - Jan 22
Angie's Guest Cottage
Studio | Interior
Beach Side Studio #3 Apts by RedAwning

Beach Side Studio #3 Apts by RedAwning

Beach Side Studio #3 Apts by RedAwning
3.0 star property
Cottage Line
The price is ₩104,460
₩283,123 total
includes taxes & fees
Feb 5 - Feb 6
Beach Side Studio #3 Apts by RedAwning
Studio | 3 bedrooms
Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away

Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away

Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away
2.0 star property
Hampton
The price is ₩124,915
₩499,480 total
includes taxes & fees
Jan 11 - Jan 12
Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away
Apartment | 4 bedrooms
Penthouse By The Sea Huge Home w Amazing Views

Penthouse By The Sea Huge Home w Amazing Views

Penthouse By The Sea Huge Home w Amazing Views
2.0 star property
Sandbridge
The price is ₩430,506
₩1,046,517 total
includes taxes & fees
Jan 11 - Jan 12
Penthouse By The Sea Huge Home w Amazing Views
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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Top Chesapeake Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"Clean room"
Jeremy 1-night trip
Posted 2 days ago
Hilton Vacation Club Ocean Beach Club Virginia Beach

Find out more about Chesapeake

Search for Vacation rentals in Chesapeake on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Chesapeake using one of the methods below:

  • View our selection of featured Vacation rentals in Chesapeake
  • Use the map to find apartments and other Vacation homes in the Chesapeake neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Chesapeake while they last

Look no further and take a look at our great range of rental properties in Chesapeake!

Frequently asked questions

Are there vacation rentals in Chesapeake?

Yes, there are vacation rentals in Chesapeake close to Chesapeake Arboretum, or you can go with a more remote 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.

How many vacation rentals are there in Chesapeake?

Expedia has 39 vacation rentals for your stay in Chesapeake.

What’s there to see and do in Chesapeake?

Family-friendly attractions include Broadmoor Play Area and Parkview Play Area, whereas Oak Grove Lake Park and Chesapeake Arboretum are a couple of great spots to enjoy the outdoors. Greenbrier Mall and Chesapeake Conference Center are other places to visit while you're in town.

What’s a vacation rental in Chesapeake like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Chesapeake. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.