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

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

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 SAR 671
SAR 1,383 total
includes taxes & fees
31 Mar - 1 Apr
Norfolk Beach Cottage Rental

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

8.8 out of 10, Excellent, (21)
"Overall the property was very nice! It was nice and spacious; loved the outside area as well. The area is superrr friendly and everything is walkable distance. I would say it felt a little stuffy/dusty in the home. Other than that it was an amazing place. Owner seemed super friendly too. "
6 Block to oceanfront and in the center of the vibe district!

Beautiful Waterfront Vacation Rental on the Currituck Sound

9.8 out of 10, Exceptional, (64)
"Love staying here! Beautiful scenery! Clean and very accommodating. Our kids had a great time. We took the kayaks to the cannel and enjoyed every minute. Thank you!"
Beautiful Waterfront Vacation Rental on the Currituck Sound

Sea La Vie Beach Cottage

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...
The price is SAR 1,024
SAR 2,044 total
includes taxes & fees
31 Mar - 1 Apr
Sea La Vie Beach Cottage

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!

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

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

10.0 out of 10, Exceptional, (82)
"Beautiful, relaxing, dream home. Wild horses in your backyard! We loved it!"
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly

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

10.0 out of 10, Exceptional, (174)
"Great place to unplug and enjoy the quality of the people in your and mother nature. "
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided

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 SAR 649
SAR 1,357 total
includes taxes & fees
2 Apr - 3 Apr
Cozy Bay Cottage private backyard blocks from beach!

Welcome to the Cool Change Beach Cottage, Canalfront in Carova Beach.

10.0 out of 10, Exceptional, (1)
Welcome to the Cool Change Beach Cottage, Canalfront in Carova Beach.

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!

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!!

10.0 out of 10, Exceptional, (64)
"Shout out to this manager, he was accommodating with our schedule and was very responsive to our request for a coffee pot. Thanks again!"
Cozy Beach Cottage - Walking distance to the Beach!!

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

9.0 out of 10, Wonderful, (29)
"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

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

9.0 out of 10, Wonderful, (95)
"The place was in a great location and having everything on one floor was a huge benefit as one of the guests is disabled. The place could use some updates but other than that it was nice! The owner was very responsive to our needs and got right back to us if we had any question! If we ever go back, we would consider this place again!"
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

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!

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

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very Good, (1443)
"The walls are very thin and there were loud kids next door for the first 2 nights. Even reported it to tell front desk but they were still loud. Couldn't sleep in the room and had to sleep on the pullout couch and shut bedroom door so it didnt sound like they were in the room with us. There wasnt a frying pan and took 2 days get one. There were also other missing utensils and dishes. It was nice being on the oceanfront. Once the loud kids were gone we could finally use the bed that was...
The price is SAR 387
SAR 668 total
includes taxes & fees
31 Mar - 1 Apr
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1303)
"Everything for the most part was great! Could hear neighbors through the walls, my kids were there for a competition so going to bed at a decent hour was thrown out the window."
The price is SAR 393
SAR 675 total
includes taxes & fees
31 Mar - 1 Apr
The Ocean Key Virginia Beach Resort

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1302)
"The room was very clean. The bathroom was a great size and very clean. We had a problem with the bath not changing to a shower and called downstairs and maintenance was up to our room less than 2 minutes later and fixed it. The front desk employees were very nice and so were the maintenance employees. The indoor pool was well maintained and great for my kids. It went up to 4ft deep so it wasn’t too deep for my 10 & 12 year old. We will definitely be back! "
The price is SAR 214
SAR 469 total
includes taxes & fees
1 Apr - 2 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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