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Check prices for these dates

Next weekend
19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Our top choices for Chesapeake holiday homes

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Terrace/patio

3-bedroom home away from home in fabulous Chesapeake, Virginia.

2.0 star property
10.0 out of 10, Exceptional, (33)
"Awesome spot….. very comfortable Perfect for our stay"
The price is HK$1,376
HK$2,512 total
includes taxes & fees
9 Sept - 10 Sept
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Dining

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

9.4 out of 10, Exceptional, (3)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
The price is HK$694
HK$2,104 total
includes taxes & fees
27 Sept - 28 Sept
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Knot Three- Balcony View of ICW- Dog Friendly!
Property grounds

Knot Three- Balcony View of ICW- Dog Friendly!

9.6 out of 10, Exceptional, (4)
"The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!"
The price is HK$757
HK$1,776 total
includes taxes & fees
21 Sept - 22 Sept
Knot Three- Balcony View of ICW- Dog Friendly!
10min to Ocean View: BBQ - Volleyball - Fire pit
Property grounds

10min to Ocean View: BBQ - Volleyball - Fire pit

10.0 out of 10, Exceptional, (1)
"Very nice property to stay at plenty to do staying there. Good location plenty of places around for anything you may need. Host was nice and available to answer any questions I had. Would love staying there again sometime!"
10min to Ocean View: BBQ - Volleyball - Fire pit
Large 2 bedroom | Queen beds | Safe Area
Property grounds

Large 2 bedroom | Queen beds | Safe Area

7.8 out of 10, Good, (8)
"House looks like the pictures which makes that a hugh plus. Property waa very well maintained. "
The price is HK$739
HK$2,031 total
includes taxes & fees
9 Sept - 10 Sept
Large 2 bedroom | Queen beds | Safe Area
The Art Door only minutes from beach
Property grounds

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (92)
"The stay was perfect for our needs, close to the beach and as described. "
The price is HK$779
HK$1,799 total
includes taxes & fees
15 Sept - 16 Sept
The Art Door only minutes from beach
Shipside Suite~Modern~ Fast WI-FI~Cozy
2 bedrooms, iron/ironing board, travel cot, WiFi

Shipside Suite~Modern~ Fast WI-FI~Cozy

The price is HK$468
HK$2,491 total
includes taxes & fees
10 Sept - 11 Sept
Shipside Suite~Modern~ Fast WI-FI~Cozy
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (16)
"House was clean and welcoming. Communication was great. I would stay again in a heart beat. I’m active duty military and host was very accommodating. "
The price is HK$842
HK$1,844 total
includes taxes & fees
23 Sept - 24 Sept
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Beach nearby

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

9.0 out of 10, Wonderful, (18)
"We had a great stay. This house was very clean and very conveniently located. We were close to Buckroe Beach and the very delicious Buckroe Coffee Company. We were close to Langley AFB, Fort Monroe, Downtown Hampton. It was a perfect homebase for our trip to visit our airmen"
The price is HK$952
HK$2,832 total
includes taxes & fees
9 Sept - 10 Sept
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Fridge, microwave, oven, stovetop

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.0 out of 10, Wonderful, (35)
"Clean and comfortable, Plenty of space for 3 couples, easy access to shops on High St and ferry stop. Host was helpful."
The price is HK$1,006
HK$2,669 total
includes taxes & fees
1 Oct - 2 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk
1 bedroom, WiFi

Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk

The price is HK$421
HK$687 total
includes taxes & fees
9 Sept - 10 Sept
Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk
Waterview Cottage on the Currituck Sound with Private Dock & Kayaks
Interior

Waterview Cottage on the Currituck Sound with Private Dock & Kayaks

10.0 out of 10, Exceptional, (34)
"Quiet, great views, great property and dock, overall amazing experience for me and my family."
The price is HK$1,053
HK$2,242 total
includes taxes & fees
29 Sept - 30 Sept
Waterview Cottage on the Currituck Sound with Private Dock & Kayaks
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach
Dining

{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach

8.8 out of 10, Excellent, (37)
"Beach Baby Bingo place is nice, neat, and comfortable. It is near the places (15 to 17 minutes drive )where we would like to visit in VA Beach like the VA aquarium and VA Beach front plus it is also nearby an Asian store. "
The price is HK$1,177
HK$3,002 total
includes taxes & fees
9 Sept - 10 Sept
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach
Carrick Bend -Balcony View of ICW- Dog Friendly!
Terrace/patio

Carrick Bend -Balcony View of ICW- Dog Friendly!

The price is HK$1,436
HK$3,404 total
includes taxes & fees
9 Sept - 10 Sept
Carrick Bend -Balcony View of ICW- Dog Friendly!
Sojourn | Coastal Cottage | 3 BR
Terrace/patio

Sojourn | Coastal Cottage | 3 BR

9.4 out of 10, Exceptional, (33)
"We stayed here for an extended weekend and it was such a cute place! Very clean and relaxing. The beach is just a couple minutes of walking from the house and easy to get to. "
Sojourn | Coastal Cottage | 3 BR
Cozy Beach Home in Oceanview
Beach nearby, sun-loungers, beach towels

Cozy Beach Home in Oceanview

9.8 out of 10, Exceptional, (45)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
The price is HK$780
HK$2,319 total
includes taxes & fees
24 Sept - 25 Sept
Cozy Beach Home in Oceanview
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Microwave, oven, stovetop, cookware/dishes/utensils

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

8.0 out of 10, Very good, (6)
"Property is perfect for several college students on a shoe string budget."
The price is HK$772
HK$1,539 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
On the beach, sun-loungers

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

9.0 out of 10, Wonderful, (68)
"Like the fire pit outside and so close to the beach and the pier the only downside is 1 bedroom doesn’t have AC but other than that it’s perfect We’ll stay there again "
The price is HK$1,162
HK$2,202 total
includes taxes & fees
1 Oct - 2 Oct
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Charming 3bd - Near beaches - Foosball & Backyard
Games room

Charming 3bd - Near beaches - Foosball & Backyard

2.0 star property
9.4 out of 10, Exceptional, (3)
"A great house in a quiet neighborhood. We were a short walk to the beach. Plenty of great restaurants within walking or a short drive. The house was recently renovated and was in great condition. We would stay again. "
The price is HK$1,129
HK$3,322 total
includes taxes & fees
9 Sept - 10 Sept
Charming 3bd - Near beaches - Foosball & Backyard
Cozy Ranch Home, Centrally Located near Chicks Beach!
Smart TV

Cozy Ranch Home, Centrally Located near Chicks Beach!

9.0 out of 10, Wonderful, (6)
"We loved the coziness and well appointed beachy decor in the house! Our family loved being close to the beach, the Town Center and easy-to-access grocery stores and restaurants. I’m so grateful for the memories we made!"
The price is HK$1,099
HK$2,742 total
includes taxes & fees
9 Sept - 10 Sept
Cozy Ranch Home, Centrally Located near Chicks Beach!
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

Find out more about Chesapeake

Find out more about Chesapeake

Chesapeake Vacation Homes information

Number of reviews
Accommodation
1452 Vacation Homes
Lowest Price
HK$779
Highest Price
HK$3,193

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