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Compare 124 Cottages in Chesapeake with updated reviews, rates, and availability.

Sun loungers, beach towels
Norfolk Beach Cottage Rental
9.0 out of 10, Wonderful, (229)
"two downstairs bedrooms and one upstairs made the accommodations great for us. Easy access to the beach, grocery store, and restaurants was very convenient. Host was very helpful and responsive. Thank you!"
The price is $199
$396 total
includes taxes & fees
May 30 - May 31
Norfolk Beach Cottage Rental
Lake
Beautiful Waterfront Vacation Rental on the Currituck Sound
9.8 out of 10, Exceptional, (46)
"Home was very clean, fully apportioned with household items, owner helped with check-in, very quick response, plenty of games and activities. Great vacation for northerners to enjoy the sunshine in the south!"
Beautiful Waterfront Vacation Rental on the Currituck Sound
Property grounds
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
10.0 out of 10, Exceptional, (22)
"This property was exactly and accurately depicted on VRBO. It was bright, clean, stocked with many household items which were used and appreciated, such as the Keurig coffee maker and supplies. The appliances were shiny and modern, the windows and floors clean, the furnishing bright, clean and welcoming. We were extremely comfortable and satisfied with this home. The host communicated check in and check out procedures, was available if needed (we did not have a need), and the host obviously...
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
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Terrace/patio
6 Block to oceanfront and in the center of the vibe district!
9.4 out of 10, Exceptional, (3)
"This was a cozy cottage. Liked the location even though the road construction made the walk to the beach more than 9 mins. The host was very responsive. Also loved the bikes and beach chairs that came with the listing. On the downside the beds were smaller than listed/pictured. The bathroom was also small. Overall this was a great stay💛!"
6 Block to oceanfront and in the center of the vibe district!
Lake
Pet-Friendly Cottage in Amenity-Filled Currituck Sound Campground (J04)
9.6 out of 10, Exceptional, (24)
"Very nice"
Pet-Friendly Cottage in Amenity-Filled Currituck Sound Campground (J04)
Beach
Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)
9.8 out of 10, Exceptional, (21)
"So much to do, very clean, helpful staff, great vibes!"
Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)
Beach nearby, sun loungers
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly
10.0 out of 10, Exceptional, (72)
"Carova Beach is magical - as if time stood still. In my opinion, this is one of the loveliest houses out there. It is SPOTLESSLY clean, it has everything you need and the old world style of the home is the icing on the cake. Couldn’t be any more relaxing. The beach is BEAUTIFUL and a two minute walk from the house. Be prepared! There is NOTHING in Carova Beach. Bring water and food unless you plan on going back and forth to the pavement which isn’t exactly easy. MIND THE TIDES when getting on...
Shore Relaxing ocean views and wild horses Farm house style cottage dog friendly
Pool
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
10.0 out of 10, Exceptional, (155)
"Absolutely perfect place for a restful getaway. Don’t worry about having to get there by the beach…but when they say “air down” your tires….air down your tires! If you do that you will be fine. The cottage and hosts were absolutely perfect. We seriously cannot say enough good things about both."
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
Private kitchen | Fridge, microwave, oven, stovetop
Comfortable & Private 2 Bedrm Cottage w/ King bed.
10.0 out of 10, Exceptional, (7)
"Love the place and the owner!"
The price is $125
$343 total
includes taxes & fees
May 30 - May 31
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Property grounds
Beachfront paradise, relaxed, pet friendly
9.8 out of 10, Exceptional, (8)
"Great location. Small but perfect for close friends and family. Water heaters are small but manageable with quick showers. Overall a great place to stay and great communication with property owners. Would and will definitely stay again."
Beachfront paradise, relaxed, pet friendly
Beach
Waterfront Pet-friendly Cabin in Currituck Sound Campground (WF37)
8.8 out of 10, Excellent, (5)
"We enjoyed staying at KOA in Coinjock. The location is beautiful, the campground is nicely laid out, and our pet friendly cottage was clean and spacious! The only recommendation I would have is to call the campground to verify which amenities will be open and operational, and verify the pet fee. Our reservation said the pet fee would be $10/night, but we were charged $50. I think they should have honored our reservation, but the lady at the front desk said she couldn't do anything about it....
Waterfront Pet-friendly Cabin in Currituck Sound Campground (WF37)
On the beach, sun loungers
Cozy Suite at the Beach
8.4 out of 10, Very Good, (53)
"We had a great stay at this property for 3 nights. It is a perfect fit for two adults and a dog and was right around the corner from the ocean. The bed and bathtub were absolutely wonderful! I appreciated the communication from owners and had an easy, peaceful weekend. Thanks!"
The price is $79
$224 total
includes taxes & fees
May 30 - May 31
Cozy Suite at the Beach
Exterior
Lil' Nauti New for 2023. ONLY 3.5 mile off the blacktop Rare Find
10.0 out of 10, Exceptional, (19)
"Beautiful home in a beautiful location! Kim and Jim were amazing! Very quick to respond to every inquiry. Always super helpful and incredibly kind. Home was well stocked and super clean. Easy access to the beach. Loved the privacy this property provides. Will definitely return!"
Lil' Nauti New for 2023. ONLY 3.5 mile off the blacktop Rare Find
Fridge, microwave, oven, stovetop
Mellow For Shore-New Cottage for 2023-3.5 Miles off pavement
10.0 out of 10, Exceptional, (5)
"It was more then I thought possible and beyond. The owner helped out many a times and he did it with a big Smile on his Face"
Mellow For Shore-New Cottage for 2023-3.5 Miles off pavement
Beach
Clev’s collage place
6.0 out of 10, (5)
"It was exactly as pictured. The host was a very nice gentleman. I will be staying there again on my next visit"
The price is $75
$266 total
includes taxes & fees
Jun 2 - Jun 3
Clev’s collage place
On the beach
Mermaid's and Mutts Retreat
9.2 out of 10, Wonderful, (23)
"We stayed here for a weekend visiting with our Marine son. Location is nice, short drive to nearby attractions."
The price is $469
$829 total
includes taxes & fees
Jun 17 - Jun 18
Mermaid's and Mutts Retreat
Terrace/patio
Salt Heir:Romantic executive level luxury c1938 cottage 1 block > beach & park.
10.0 out of 10, Exceptional, (1)
"What an amazing property and experience! Everything about the trip was truly wonderful/lovely & fun. The Salt Heir embodies everything when one thinks about a beach cottage - however at a luxury level. We had our family of five (six for one night) staying there for our annual family reunion. We have family that live in Va Beach in the surrounding area - 52nd Street; Prince Anne etc... so this was the perfect location. Dana was very responsive in her communication which in my experience is so...
Salt Heir:Romantic executive level luxury c1938 cottage 1 block > beach & park.
Beach
Waterview Cabin on Currituck Sound - Great Campground Amenities (WV88)
10.0 out of 10, Exceptional, (4)
"Property was clean, everyone was very nice from the front desk check in and check out to everyone at the store. The area is quiet away from all the touristy businesses but we were still able to drive and enjoy a wild horse tour. We will be back!"
Waterview Cabin on Currituck Sound - Great Campground Amenities (WV88)
Fridge, microwave, oven, stovetop
Adorable Chesapeake Bay Beach Cottage B Just 1 Block from the Sand!
9.4 out of 10, Exceptional, (12)
"This is a fantastic little beach house! Some things to consider…one bedroom is on the first floor, but both the full baths are on the second floor, so if you have anyone in your group with mobility issues, this is not the best place. As others have mentioned, there are only four chairs in the living room and only four chairs at the dining room table. The mini-split AC units were adequate, but one of the second story bedrooms was a little warm through the night—it was very hot outside when we...
Adorable Chesapeake Bay Beach Cottage B Just 1 Block from the Sand!
On the beach
Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning
8.6 out of 10, Excellent, (4)
"It was hard to find the outside trash cans. We were asked to start a load of towels when we left out but there was no detergent. We never could find the light switch to turn the front porch lights on. Overall the stay it self was nice. Prior to showing up we did have an issue. We are a military family and we were traveling for Thanksgiving to see our 2 kids that are in the Navy. One is in CT and the other there in Norfolk. We originally booked this place for Saturday to Saturday and then our son...
Historic Beach Side Getaway - Pet friendly, WiFi by RedAwning
Don't see what you're looking for?
See all available properties in Chesapeake
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.

Other property types in Chesapeake

Interior
The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very Good, (1092)
"It was a great environment. Not too far off the beach and awesome polite staff. Only downfall is 1 elevator"
The price is $122
$194 total
includes taxes & fees
Jun 2 - Jun 3
The Atrium Resort by VSA Resorts
Exterior
The Ocean Sands Resort by VSA Resorts
3.0 star property
8.0 out of 10, Very Good, (1286)
"Property staff are excellent! Close to (walkable) to several restaurants, shops, attractions, etc. "
The price is $169
$254 total
includes taxes & fees
May 30 - May 31
The Ocean Sands Resort by VSA Resorts
Indoor pool
The Ocean Key Resort by VSA Resorts
3.0 star property
7.6 out of 10, Good, (1134)
"It was a good experience "
The price is $169
$254 total
includes taxes & fees
May 30 - May 31
The Ocean Key Resort by VSA Resorts
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.

Chesapeake Cottages information

Number of reviews
710
Accommodation
124 Cottages
Lowest Price
$75
Highest Price
$469

Frequently asked questions

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How can I find cheap cottages in Chesapeake?
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What is there to do in Chesapeake near my cottage?
There are lots of superb things to put on your itinerary in Chesapeake. Don’t miss major attractions like Portlock Galleries at SoNo, Jillians Billiards and Chesapeake City Park. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Golf Club are also visitor favorites.

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