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Compare 1472 Vacation Homes in Chesapeake with updated reviews, rates, and availability.

Charming 3-bedroom townhome in fabulous Virginia Beach with WiFi, AC

The price is SAR 844
SAR 1,608 total
includes taxes & fees
24 Jun - 25 Jun
Charming 3-bedroom townhome in fabulous Virginia Beach with WiFi, AC

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (76)
"Friendly and inviting space. Great spot for our quick overnight stay. Definitely look at using again if need to return to the area."
The price is SAR 450
SAR 969 total
includes taxes & fees
11 Jun - 12 Jun
The Art Door only minutes from beach

LOCATION LOCATION LOCATION HotTub ICE MACHINE Pet Friendly 4x4 vehicles

10.0 out of 10, Exceptional, (116)
"Great time, house was perfect, it seemed like a hang out place for the wild horses too! "
LOCATION LOCATION LOCATION HotTub ICE MACHINE Pet Friendly 4x4 vehicles

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.0 out of 10, Wonderful, (32)
"I’mi liked my stay ; everything was fine and the host communicated well with me…"
The price is SAR 679
SAR 1,543 total
includes taxes & fees
29 May - 30 May
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

10.0 out of 10, Exceptional, (6)
"Nice 2 Br for My husband, adult Daughter and I. Clean and the Owner gave great communication throughout entire stay. Parking limited but we didn't have guest over. Fully equipped like a move hotel with privacy. Will be back as we visit often"
The price is SAR 379
SAR 826 total
includes taxes & fees
2 Jun - 3 Jun
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room

9.8 out of 10, Exceptional, (16)
"Very clean, had various appliances for hygiene and other health products, and also a quiet neighborhood overall the experience was great."
5 Minutes to the Casino!Family sized home 3 bedroom with patio and a game room

Rooftop Views + Pool | Walk to Beach

9.2 out of 10, Wonderful, (19)
"had an amazing 4th at this property!"
Rooftop Views + Pool | Walk to Beach

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

8.8 out of 10, Excellent, (56)
"Great stay "
The price is SAR 1,121
SAR 1,827 total
includes taxes & fees
15 Jun - 16 Jun
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Oceanside beach home private outdoor pool, fast WiFi & W/D - dog-friendly

8.4 out of 10, Very Good, (27)
"We came into town for our wedding reception, and stayed at this spot which was absolutely perfect! It exceeded our expectations. Extremely spacious and the walkway to the beach was wonderful. 10/10 would stay again."
Oceanside beach home private outdoor pool, fast WiFi & W/D - dog-friendly

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.6 out of 10, Exceptional, (35)
"Clean and amazing stay. Proximity to everything is great!"
Serenity on the Bay-Complimentary Sunrise & Sunset Views

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

9.0 out of 10, Wonderful, (61)
"We had a great time"
The price is SAR 709
SAR 1,271 total
includes taxes & fees
29 May - 30 May
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Charming Tiny Cottage

10.0 out of 10, Exceptional, (28)
"For me the location was perfect.House was well stocked, and very clean.I had an excellent stay."
Charming Tiny Cottage

Ground Floor 2 BR Cottage Walking to Everything!

9.2 out of 10, Wonderful, (51)
"This was an absolute perfect property. Clean, well-appointed, safe location. We were in walking distance to many restaurants, breweries and coffee shops. Not too far from the beach either. We will be back!"
Ground Floor 2 BR Cottage Walking to Everything!

Oceanfront home “Sea Watch” ~~ brand new pool

2.0 star property
9.8 out of 10, Exceptional, (6)
"Enjoyed our stay very much-host was very responsive-property was very nice."
Oceanfront home “Sea Watch” ~~ brand new pool

Southern Shore, Est. 2024 | 1.5 Blk from the Beach | North End, Virginia Beach

10.0 out of 10, Exceptional, (3)
"Great location"
Southern Shore, Est. 2024 | 1.5 Blk from the Beach | North End, Virginia Beach

New! Sandbridge Beach, 5bd/3Bth, Boat, Surf, Swim

The price is SAR 1,823
SAR 5,751 total
includes taxes & fees
29 May - 30 May
New! Sandbridge Beach, 5bd/3Bth, Boat, Surf, Swim

Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

10.0 out of 10, Exceptional, (1)
"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "
The price is SAR 1,121
SAR 2,095 total
includes taxes & fees
29 May - 30 May
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

Refreshed Pet-Friendly 2 BR Townhouse Walking Distance to the Beach and Boardwalk (406B)

9.6 out of 10, Exceptional, (104)
"We will definitely return "
Refreshed Pet-Friendly 2 BR Townhouse Walking Distance to the Beach and Boardwalk (406B)

A quiet lakeside home for family, business, or both to relax or be productive.

10.0 out of 10, Exceptional, (2)
"I loved 100% recommended "
A quiet lakeside home for family, business, or both to relax or be productive.

Reel Paradise - 6 bedroom pool home with dock

Reel Paradise - 6 bedroom pool home with dock
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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