Search Guest Houses in Chesapeake

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 4 Guest Houses in Chesapeake with updated reviews, rates, and availability.

Great location. Linens included!
Beach nearby, sun loungers, beach towels

Great location. Linens included!

10.0 out of 10, Exceptional, (54)
"A cute and cozy property to call home for the holidays! Heather is a wonderful host."
Great location. Linens included!
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Outdoor dining

Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees

10.0 out of 10, Exceptional, (7)
"Excellent stay! Great communication from them, clean & well equipped property. My husband didn't read well, but they did a great job giving us all the information we needed. Would absolutely stay again, hope to come back next year."
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Steps to Beach | Studio | Beach Gear
Property grounds

Steps to Beach | Studio | Beach Gear

8.0 out of 10, Very Good, (1)
"It is a studio size, private house. 200 sf, but with all the things you need. Very quiet neighborhood and 3 easy blocks to a very beautiful and not crowded beach. Only downside, no bed for 2. Just a large comfy daybed with a trundle underneath. Perfect for rest spot as you do the outdoor things. "
Steps to Beach | Studio | Beach Gear
Wiseacre
Interior detail

Wiseacre

4.0 star property
Wiseacre
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 property types in Chesapeake

The Ocean Key Virginia Beach Resort
Indoor pool

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1326)
"Very nice hotel on the beach "
The price is AED 349
AED 620 total
includes taxes & fees
19 May - 20 May
The Ocean Key Virginia Beach Resort
The Atrium Resort, Virginia Beach by Vacatia
Beach nearby

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1331)
"Location is great close to beach nice places to eat nearby."
The price is AED 349
AED 620 total
includes taxes & fees
19 May - 20 May
The Atrium Resort, Virginia Beach by Vacatia
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Exterior

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very Good, (1061)
"Ocean Sands is a nice place to visit. Room was spacious, clean, and had a full kitchen."
The price is AED 379
AED 654 total
includes taxes & fees
21 May - 22 May
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
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.