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Featured Cottages in Chesapeake Bay

Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (233)
"I loved everything about this property and our stay. The only drawback was somehow I understood that the swimming pool was heated - it wasn’t. Still, one of the best holiday for me."
The price is NZ$371
includes taxes & fees
28 May - 29 May
Key West Cottages
Sun-loungers, beach towels
Norfolk Beach Cottage Rental
9.0 out of 10, Wonderful, (227)
"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 NZ$650
includes taxes & fees
23 May - 24 May
Norfolk Beach Cottage Rental
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, (258)
"We loved the cottage. Perfect location to everything on the island. Was within walking distance to the seafood festival and shops. The screened porch was a nice place to enjoy our morning coffee. The cottage had everything we needed. The bed was super comfy. We highly recommend staying there. We are considering a summer visit and hope the cottage is available if we do."
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
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Property grounds
Cozy Little Cottage on chincoteague island va.
9.6 out of 10, Exceptional, (17)
"This was our second time staying here, with our first being during the summer. The cottage is very clean and overall quite pleasant with a location perfect for bicycling into town and to the beach. However, this cottage really needs heat if it is to be rented during the cooler months. The owner did provide a portable heater at our request, which did warm the place, but was very noisy. Would stay again but only in the warmer weather. "
Cozy Little Cottage on chincoteague island va.
Property grounds
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
10.0 out of 10, Exceptional, (21)
"This was our first time staying in a place that provided most of what we needed. You can tell that Emily thought about everything that a family would need when being on vacation. We had plenty of towels/washcloths, there was liquid soap & shampoo in the shower. The kitchen had everything in it ☺️ food was the only thing we had to purchase. The laundry room was well stocked. Books and Board games available in the living room (we definitely enjoyed playing one of the games). The beds were...
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
Beach nearby
The Hideaway Cottage
10.0 out of 10, Exceptional, (68)
"Enjoy Don's cottage - the screened in patio was lovely to enjoy coffee and do some light office work. Kitchen had enough of everything to heat or prepare simple meals. Hot water was plentiful and pressure good in the shower. Bed was comfortable. The area is very quiet at night but during the day there is a small business next door that you do hear light people chatter/deliveries. I would say this location is like a modern cabin - just enough of everything but still feels rustic."
The Hideaway Cottage
Exterior
Small cottage for those little getaways
10.0 out of 10, Exceptional, (89)
"Enjoyed our time great bang for the buck."
Small cottage for those little getaways
Pool
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
9.6 out of 10, Exceptional, (38)
"Snug Harbor is simply amazing, and is truly a home away from home. The location is on the water with amazing views of the lighthouse and the poines. There are tiki huts, lawn chairs, etc. for you to enjoy. Basia and Captain John can take you on kayak and boat tours. I highly recommend taking a guided tour as you learn so much history. Our hosts were so committed to us having a great time and went the extra mile so we could see the poines every chance possible. The cottages are comfortable...
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
Property grounds
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
10.0 out of 10, Exceptional, (60)
"The Firefly Cottage is a charming cottage ideally located in the community of St Cape Claire. Restaurants are close by and we highly recommend the Breakneck Grill. The cottage is well equipped and appointed. The backyard has has a hot tub and beautiful wild flower garden. Within walking distance is a park and beach area. We had a great time and found the location ideal to get to all the wedding festivities around Annapolis. Patricia is a terrific host and thinks of all the little things that...
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Fridge, microwave, oven, stovetop
Newly renovated water view cottage nestled in the pines.
10.0 out of 10, Exceptional, (81)
"This is a great cottage for a weekend stay!"
Newly renovated water view cottage nestled in the pines.
1 bedroom, iron/ironing board, free WiFi, bed sheets
SeaLaVie!!!
10.0 out of 10, Exceptional, (22)
"Was very quite and cute little cottage. Very nicely decorated. Creative in making use of the lack of floor space. Made it work! We would stay again."
SeaLaVie!!!
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
Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (106)
"Wonderful return visit to St Michaels. This time at a fantastic historical home in perfect location. Home was everything you could ask for and more. Park your car and walk anywhere, within a very quiet neighborhood, yet minutes from all St Michaels offers. Highly recommend this Property and host."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Exterior
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
10.0 out of 10, Exceptional, (103)
"The house was perfect for us since we each had our own room. The kitchen and living room were great for long chats and reminiscing. The location was only a short drive to Colonial Williamsburg so we went all 3 days. We enjoyed the fire pit and ate yummy s’mores! Highly recommend this place!"
Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
Property grounds
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (127)
"The house looked better than the pictures. It was very cozy and had everything we needed. It’s probably the best location for walking around town. Water pressure in the shower was decent, and the beds were comfortable."
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
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 NZ$367
includes taxes & fees
27 May - 28 May
Cozy Suite at the Beach
Terrace/patio
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
Property grounds
Cozy Cottage of Alexandria Privacy Parking Metro Full Kitchen Laundry Patio WiFi
9.6 out of 10, Exceptional, (172)
"Perfect and economical place to stay right outside of DC. Host was great in communicating with us. He even welcomed us with a box of doughnuts! You can’t beat the wonderful upscale neighborhood with close by shopping and dining options. Close by and walkable metro and Uber travel options."
Cozy Cottage of Alexandria Privacy Parking Metro Full Kitchen Laundry Patio WiFi
Smart TV, Netflix, DVD player, streaming services
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (65)
"Extremely responsive host and beautiful cottage. Incredible location with tranquil views of the water. 5 minute walk to ice cream and nice restaurants. Easy walk (20-25 mins) otherwise into more bustling downtown Annapolis."
Amazing views, short walks to great dining!
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 NZ$1,360
includes taxes & fees
17 Jun - 18 Jun
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 Bay

View from property
Embassy Suites by Hilton Washington D.C. – Convention Center
3.5 star property
8.8 out of 10, Excellent, (1929)
"The location was fantastic for walking to the National Mall, Capitol and Smithsonian museums "
The price is NZ$305
includes taxes & fees
28 May - 29 May
Embassy Suites by Hilton Washington D.C. – Convention Center
Exterior
Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel
3.0 star property
8.4 out of 10, Very good, (3719)
"Very convenient to the Capitol/Mall area. Located pretty close to Air & Space. McDonald’s just outside the property if you need a quick bite. Hotel was nice and we enjoyed it."
The price is NZ$304
includes taxes & fees
27 May - 28 May
Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel
Terrace/patio
The Dupont Circle Hotel
4.5 star property
9.4 out of 10, Exceptional, (1235)
"The staff was second to none. Absolutely wonderful and attentive."
The price is NZ$568
includes taxes & fees
24 May - 25 May
The Dupont Circle Hotel
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 Bay Cottages information

Number of reviews
1,591
Accommodation
40 Cottages
Lowest Price
NZ$367
Highest Price
NZ$1,360

Recent Reviews in Chesapeake Bay
Expedia verified reviews