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Compare 121 Cottages in Chesapeake with updated reviews, rates, and availability.

Pool
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
10.0 out of 10, Exceptional, (152)
"If you want a quiet get away in an amazing spot, this is it. We'll definitely be back! Loved everything."
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
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
Property grounds
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
10.0 out of 10, Exceptional, (21)
"Absolutely cozi place. Comfortable living and sleeping spaces. Quiet but very nice neighbors. Check and check out easy. Quick and pleasant response from property owners. Looking forward to using again."
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
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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 16 - May 17
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Fridge, microwave, oven, stovetop
Mellow For Shore-New Cottage for 2023-3.5 Miles off pavement
10.0 out of 10, Exceptional, (4)
"Great, clean place that is perfect for a quiet, beach getaway. Easy and quick walk to the water with some nature to explore closeby."
Mellow For Shore-New Cottage for 2023-3.5 Miles off pavement
Exterior
Lil' Nauti New for 2023. ONLY 3.5 mile off the blacktop Rare Find
10.0 out of 10, Exceptional, (18)
"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
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.
Fridge, microwave, stovetop, coffee/tea maker
Hampton Vacation Rental: Central Location, Patio
10.0 out of 10, Exceptional, (1)
Hampton Vacation Rental: Central Location, Patio
Lake
Beautiful Waterfront Vacation Rental on the Currituck Sound
9.8 out of 10, Exceptional, (45)
"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
Beach
Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)
9.8 out of 10, Exceptional, (19)
"Well kept, clean and easy to maintain."
Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03)
Property grounds
Blue Heaven - A Dog Friendly North End Beach Cottage - Private Walk to Beach!
9.8 out of 10, Exceptional, (131)
"This was our second year staying here and the place has always been clean and well appointed. You can’t beat the location—right next to the beach access. We will be back!"
Blue Heaven - A Dog Friendly North End Beach Cottage - Private Walk to Beach!
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
Exterior
Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!
9.8 out of 10, Exceptional, (13)
"Great property. Very clean. Very comfortable. Short 5-7min walk to beach access. Have to cross main road, which is busy but there are definite frequent breaks in traffic. Bikes provided if you ask and great bike paths just 1 block behind house. Great restaurants and ice cream and breweries close to house. Very nice kitchen if you want to cook at home. Bay side beach very calm for children. Boardwalk is a 12 min drive away. House is right on a busy main road and they do mention this in the...
Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!
Fridge, microwave, oven, stovetop
Beach Cottage - walking distance to the Beach!!
9.8 out of 10, Exceptional, (50)
"The cottage may look small from the initial picture, but there is so much room to relax and enjoy that this is the perfect location no matter what the weather gives you. Two separate lounge areas inside, and one on the covered front porch. A great neighborhood to walk and just one block to the beach. The owners make beach days a breeze by providing a cart, chairs, and beach towels. Food prep in the well stocked kitchen or using the grill will help cut expenses. A grocery store is mere minutes...
Beach Cottage - walking distance to the Beach!!
Lake
Pet-Friendly Cottage in Amenity-Filled Currituck Sound Campground (J04)
9.6 out of 10, Exceptional, (23)
"Very clean, comfortable, fun activities available, great location on the sound. "
Pet-Friendly Cottage in Amenity-Filled Currituck Sound Campground (J04)
Terrace/patio
6 Block to oceanfront and in the center of the vibe district!
9.4 out of 10, Exceptional, (3)
"Very comfortable for 5 adults but only 1 bathroom which was small. Furniture was also comfortable which is very important to me. Home was well equipped and 2 parking spots off street"
6 Block to oceanfront and in the center of the vibe district!
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!
Property grounds
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
9.4 out of 10, Exceptional, (9)
"Quaint old mobile home in the perfect location. Some quirks, but couldn't beat the location."
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!
Living area | Smart TV, books
Charming Beach Cottage Only 100 yds from the beach
9.4 out of 10, Exceptional, (41)
"Comfortable ground floor apartment with two queen bedrooms and one room with bunk beds. Only one parking space. Kitchen inadequately equipped for cooking large family dinners. A few steps to the best beach on the entire east coast. House would benefit from new beach chairs and a good beach cart. A wonderful block with a neighborhood feel."
Charming Beach Cottage Only 100 yds from the beach
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."
Mermaid's and Mutts Retreat
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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

Beach
Beach Condo 2 Min Walk From The Beach
9.2 out of 10, Wonderful, (91)
"This condo was absolutely fabulous. It is literally 2 minute walk to the beach access. The rooms were comfortable and I've never stayed at a Vrbo with such an impressively stocked kitchen. The host responded quickly and answered all our questions. They were also very responsive. It was a lovely stay."
Beach Condo 2 Min Walk From The Beach
Interior
The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very Good, (1077)
"The property staff was very nice and tentative to our needs during our stay. We had an issue with our room and they changed our room that was more suitable."
The price is $108
$178 total
includes taxes & fees
May 29 - May 30
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, (1269)
"View was immaculate. Room was accommodating. Some major amenities were not available during entire duration of stay (wi fi) and some ice machines. The ocean view made it worth the stay."
The price is $122
$199 total
includes taxes & fees
May 16 - May 17
The Ocean Sands 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
867
Accommodation
121 Cottages
Lowest Price
$125
Highest Price
$199

Frequently asked questions

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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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