Holiday Homes in Chesapeake

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Featured Holiday Homes in Chesapeake

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, (36)
"Great location with easy access to surrounding areas. The house was great with everything we needed. Beds were comfortable, kitchen was stocked with coffee and appliances were convenient!"
The price is NZ$359
includes taxes & fees
4 Nov - 5 Nov
3-bedroom home away from home in fabulous Chesapeake, Virginia.
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
The Art Door only minutes from beach
Property grounds

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (97)
"We enjoyed our stay very much. It was my husband, myself, our 7-year-old son and our large dog.We will definitely stay there again. "
The price is NZ$405
includes taxes & fees
16 Oct - 17 Oct
The Art Door only minutes from beach
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!!

9.2 out of 10, Wonderful, (19)
"Nice, comfortable stay. Communication with renter was fantastic. Clean rooms and clam neighborhood."
The price is NZ$481
includes taxes & fees
13 Oct - 14 Oct
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach
Dining

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

8.6 out of 10, Excellent, (41)
"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 NZ$614
includes taxes & fees
14 Oct - 15 Oct
{Beach Baby Bingo} Perfect Spot for Exploring Va. Beach
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 NZ$460
includes taxes & fees
14 Oct - 15 Oct
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 NZ$431
includes taxes & fees
23 Oct - 24 Oct
Knot Three- Balcony View of ICW- Dog Friendly!
Cozy Beach Home in Oceanview
Beach nearby, sun-loungers, beach towels

Cozy Beach Home in Oceanview

9.8 out of 10, Exceptional, (46)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
The price is NZ$522
includes taxes & fees
13 Oct - 14 Oct
Cozy Beach Home in Oceanview
Comfort near the water and University
Fridge, microwave, oven, stovetop

Comfort near the water and University

7.0 out of 10, Good, (4)
"We had a nice stay. Thank you. "
The price is NZ$586
includes taxes & fees
23 Oct - 24 Oct
Comfort near the water and University
Cozy Room • Near Dam Neck Base & Beach Access
1 bedroom

Cozy Room • Near Dam Neck Base & Beach Access

9.4 out of 10, Exceptional, (3)
"The room was cozy and despite other guests staying in the other rooms everything felt secure, quiet, and comfortable. "
The price is NZ$259
includes taxes & fees
23 Oct - 24 Oct
Cozy Room • Near Dam Neck Base & Beach Access
Old Beach House Made New Again, Enjoy the entire house.
Fridge, microwave, oven, stovetop

Old Beach House Made New Again, Enjoy the entire house.

8.8 out of 10, Excellent, (29)
"I was very convenient cozy close to everything top tier"
The price is NZ$727
includes taxes & fees
13 Oct - 14 Oct
Old Beach House Made New Again, Enjoy the entire house.
Beach Bungalow King Bed 1 Floor Living
Fridge, microwave, oven, stovetop

Beach Bungalow King Bed 1 Floor Living

9.8 out of 10, Exceptional, (13)
"It was great. Close to the beach and local restaurants "
The price is NZ$799
includes taxes & fees
15 Oct - 16 Oct
Beach Bungalow King Bed 1 Floor Living
#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 NZ$605
includes taxes & fees
13 Oct - 14 Oct
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Sojourn Aviators Dream on Back River
Terrace/patio

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (27)
"My family enjoyed the experience of staying near the water. The views were lovely! "
The price is NZ$765
includes taxes & fees
14 Oct - 15 Oct
Sojourn Aviators Dream on Back River
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, (37)
"This was a great stay. The location was nice and quiet. Loved the ability to walk to several eateries and bars. Thoroughly enjoyed our stay. Had a great time and the owners were very responsive. "
The price is NZ$612
includes taxes & fees
13 Oct - 14 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Perfect for families!
TV

Perfect for families!

6.6 out of 10, (9)
"we enjoy the stay and we’ll book again great location located right behind the Newport police station. There’s also lots of things to do in the location. A big pond for fishing my family enjoyed."
The price is NZ$519
includes taxes & fees
20 Oct - 21 Oct
Perfect for families!
Large 2 bedroom | Queen beds | Safe Area
Property grounds

Large 2 bedroom | Queen beds | Safe Area

7.8 out of 10, Good, (10)
"Clean, convenient and comfortable, would stay again."
The price is NZ$530
includes taxes & fees
10 Nov - 11 Nov
Large 2 bedroom | Queen beds | Safe Area
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
On the beach

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

9.0 out of 10, Wonderful, (68)
"House was exactly as described. Would most definitely stay there again and again! "
The price is NZ$578
includes taxes & fees
16 Oct - 17 Oct
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ
Interior

Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ

9.6 out of 10, Exceptional, (5)
"Perfect location in a modern beach cottage with cleaver thought to every detail. We absolutely loved this place for our family of 5. Would easily stay again the next time we are in the area. "
The price is NZ$829
includes taxes & fees
15 Oct - 16 Oct
Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ
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

Beach Quarters Resort

Beach Quarters Resort

10/10 Excellent
"We come twice every year and enjoy our stay here. It's quiet and walkable to our favorite restaurants. Although the parking lot is a little tight we enjoy the covered parking facilities. The staff are courteous and greet us whenever we see them throughout the hotel."
Mark 5-night trip
Posted 1 day ago
Beach Quarters Resort

Find out more about Chesapeake

Chesapeake Holiday Homes information

Number of reviews
494
Accommodation
1415 Holiday Homes
Lowest Price
NZ$259
Highest Price
NZ$829

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