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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 143 Cottages in Chesapeake with updated reviews, rates, and availability.

Waterfront Willoughby Oasis
Terrace/patio

Waterfront Willoughby Oasis

10.0 out of 10, Exceptional, (1)
"I just want to thank our host again and again. The communication was amazing and Audra was so accommodating for our last minute booking. We had to rush into town due to a family member’s death, but the house’s picture perfect location makes us want to go back under happier circumstances. "
Waterfront Willoughby Oasis
Norfolk Beach Cottage Rental
Fridge, microwave, oven, stovetop

Norfolk Beach Cottage Rental

9.0 out of 10, Wonderful, (255)
" The house is super cute and conveniently located just a short drive from the ODU campus and within walking distance to a beautiful beach. there are plenty of shopping and food, places nearby, making this a great spot for a weekend getaway. The host were also incredibly helpful and friendly! Would recommend! "
The price is AED 540
AED 1,185 total
includes taxes & fees
21 Apr - 22 Apr
Norfolk Beach Cottage Rental
6 Block to oceanfront and in the center of the vibe district!
Smart TV, books

6 Block to oceanfront and in the center of the vibe district!

9.0 out of 10, Wonderful, (24)
"Perfect home as advertised! Perfect location. Would recommend and would stay again. "
6 Block to oceanfront and in the center of the vibe district!
Beautiful Waterfront Vacation Rental on the Currituck Sound
Property grounds

Beautiful Waterfront Vacation Rental on the Currituck Sound

9.8 out of 10, Exceptional, (66)
"The family loved the view of the sound from all the great windows! We were close to many short trip attractions including Dismal Swamp State park, Corolla and the wild horses, Duck, and Manteo! We have never been to this part of the state..will be back!"
Beautiful Waterfront Vacation Rental on the Currituck Sound
Charming Waterfront Cottage with Stunning Sunsets
Terrace/patio

Charming Waterfront Cottage with Stunning Sunsets

10.0 out of 10, Exceptional, (14)
"Could not gush more over this spot. The community was not only even more picturesque than the pictures suggest, but everyone there was super friendly. The sandpiper beach across the street was comfortably walkable and had almost the feel of a private beach as it was very empty, so I was able to take my dogs there in the evening. The home is beautifully furnished and boasts a tremendous amount of detail, from plenty of basic comforts to labeled drawers, to games and towels and beach chairs and...
Charming Waterfront Cottage with Stunning Sunsets
Charming Beach Cottage Only 100 yds from the beach
Smart TV, books

Charming Beach Cottage Only 100 yds from the beach

9.4 out of 10, Exceptional, (48)
"The house had everything we needed to relax and enjoy our vacation. It was very clean and just a great place to stay. The very short walk to the beach was perfect too!! Not super close to the tourist attractions so it was wonderfully peaceful!"
Charming Beach Cottage Only 100 yds from the beach
New CANAL front home a few rows back from the OCEAN! Beach passes provided!
Interior

New CANAL front home a few rows back from the OCEAN! Beach passes provided!

10.0 out of 10, Exceptional, (10)
"Such a nice and clean house and felt very comfortable. Easy quick drive to the beach. Kitchen was filled with all the necessities. Would highly recommend staying here. "
New CANAL front home a few rows back from the OCEAN! Beach passes provided!
Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop
Exterior

Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop

10.0 out of 10, Exceptional, (2)
"The cottage was small and adorable! Perfect for couple or small family. Drive to house was an adventure in itself and 4WD is definitely needed! Wild horses came and visited us right at the house!!! Owners were amazing and attentive. Absolutely perfect. "
Josies Joint-New for 2024 Newly built only 3.5 Miles off Blacktop
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly
Interior

Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly

10.0 out of 10, Exceptional, (84)
"Beautiful house, very clean, and well furnished.Nice location, you can see and hear the ocean while remaining somewhat secluded. Would definitely recommend staying here"
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
Smart TV, DVD player, books, video library

Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided

10.0 out of 10, Exceptional, (178)
"Really enjoyed our weekend, so many thoughtful amenities. Several coffee options, a water filter, comfortable bed. Would have happily stayed longer if we could have. Definitely recommend this property!! "
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
Cozy Bay Cottage private backyard blocks from beach!
Fridge, microwave, oven, stovetop

Cozy Bay Cottage private backyard blocks from beach!

8.8 out of 10, Excellent, (35)
"The house was so cute and well taken care of. Plenty of space for a larger group and very close to the beach. I would definitely recommend this house and stay again! Richard was so helpful and communicative. Overall great experience! "
The price is AED 635
AED 1,325 total
includes taxes & fees
13 Apr - 14 Apr
Cozy Bay Cottage private backyard blocks from beach!
Welcome to the Cool Change Beach Cottage, Canal front 4x4 area of Carova Beach.
Fridge, microwave, oven, stovetop

Welcome to the Cool Change Beach Cottage, Canal front 4x4 area of Carova Beach.

10.0 out of 10, Exceptional, (1)
Welcome to the Cool Change Beach Cottage, Canal front 4x4 area of Carova Beach.
Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)
Fridge, microwave, coffee/tea maker, dining tables

Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)

9.6 out of 10, Exceptional, (30)
"Really nice, quiet spot. Lots of activities for whole family. Happy we found this place and can’t wait to go back. "
Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
Exterior

The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!

8.6 out of 10, Excellent, (14)
"been there before 4/5 times enjoyed the stay"
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
Cozy Beach Cottage - Walking distance to the Beach!!
Fridge, microwave, oven, stovetop

Cozy Beach Cottage - Walking distance to the Beach!!

9.8 out of 10, Exceptional, (68)
"Great stay at this house in Va Beach with our dog. The house was clean, welcoming and comfy. It was well stocked for all of our needs and the proximity to a quiet beach along the Chesapeake is something that can’t be beat. Also, it was very close to a variety of great restaurants and lots of hiking options in First Landing State Park. We will be back!!"
Cozy Beach Cottage - Walking distance to the Beach!!
Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi
Smart TV, fireplace

Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi

9.0 out of 10, Wonderful, (30)
"This property is well maintained and well appointed. The host is gracious and quick to respond. The location is wonderul for walks on the beach and its proximity to the Oceanview area. tobthe"
Manor and Mutts #2 - Beach Front, Pet Friendly, High Speed WiFi
Mermaid's and Mutts Retreat
Property grounds

Mermaid's and Mutts Retreat

9.0 out of 10, Wonderful, (31)
"Very cute old house right on the beach but it needs some serious work.. if you open certain cabinet doors in the kitchen it hits the ceiling fan, they had the dryer door taped shut but of course it kept popping open so the dryer is unusable, stains on the carpets and wood floors, missing outlet covers, the back deck is seriously unsafe you feel it sway with any small movement and it needs a good deep clean the ac filter covers are caked in dust and they’re Cobb webs in a lot of the corners....
Mermaid's and Mutts Retreat
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

9.0 out of 10, Wonderful, (96)
"It's a cute house, just steps away from the beach. We had a great time enjoying all the sights around town and beach during our trip. They had everything we needed to enjoy our stay...Our host was awesome and communicated with me about everything "
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach
Cozy Mother-in-Law Suite
Iron/ironing board, free WiFi, bed sheets

Cozy Mother-in-Law Suite

9.0 out of 10, Wonderful, (85)
"Perfect spot for a couple to relax. Property was as listed and very clean. I would definitely stay again!"
Cozy Mother-in-Law Suite
Charming Newport News Cottage < 1 Mi to Ocean!
Fridge, microwave, stovetop, coffee/tea maker

Charming Newport News Cottage < 1 Mi to Ocean!

8.6 out of 10, Excellent, (9)
"Was great for what I needed. Little trouble with the lock but host was great."
Charming Newport News Cottage < 1 Mi to Ocean!
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, (1309)
"I love the cleanness of the room, the bed was very comfortable. "
The price is AED 368
AED 641 total
includes taxes & fees
27 Apr - 28 Apr
The Ocean Key Virginia Beach Resort
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Terrace/patio

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very Good, (1032)
"Everything was convenient the beach go shopping go to dinner"
The price is AED 410
AED 690 total
includes taxes & fees
16 Apr - 17 Apr
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Atrium Resort, Virginia Beach by Vacatia
Interior

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1313)
"the rooms were great. the indoor pool was cold. less then 65 degrees"
The price is AED 349
AED 620 total
includes taxes & fees
20 Apr - 21 Apr
The Atrium Resort, 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.

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