Search Cottages in Chesapeake Bay

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Featured Cottages in Chesapeake Bay and around

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
Fridge, microwave, oven, stovetop
Newly renovated water view cottage nestled in the pines.
10.0 out of 10, Exceptional, (80)
"This is a great cottage for a weekend stay!"
Newly renovated water view cottage nestled in the pines.
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Property grounds
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
10.0 out of 10, Exceptional, (18)
"This is a GREAT house with awesome owners. We were in Norfolk to visit family, very cute home with a really good floor plan and fenced backyard. Nice, quiet neighborhood and close to everything we needed, we will definitely be back!"
Cozy 3-bedroom cottage - fenced yard, 4 TVs, dogs OK, W/D
1 bedroom, iron/ironing board, free WiFi, bed sheets
SeaLaVie!!!
10.0 out of 10, Exceptional, (21)
"Great little place. Everything we needed for a weekend getaway!"
SeaLaVie!!!
Beach
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
10.0 out of 10, Exceptional, (96)
"Was welcoming from the time you drove up. This place was very clean, very well thought out, and we highly recommend. If you are wanting a clean spot, time to relax, and a place to make memories this is the one for you!"
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, Commissioning Week
10.0 out of 10, Exceptional, (57)
"My wife and I stayed here for a weekend and everthing was perfect. The house looks professionally decorated and sits in a very quiet and safe neighbohhod that was fun to walk for miles. As night falls, the enchanting lights in the backyard transform the space into a serene oasis, inviting you to unwind under the stars. The addition of a hot tub and corn hole adds a playful touch, perfect for relaxation and entertainment. Our stay was nothing short of perfection. Pat and Ken were great host and...
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, Commissioning Week
Property grounds
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
10.0 out of 10, Exceptional, (21)
"Perfect little cottage to enjoy all that is C beach. Fenced yard for the dog was a plus."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Smart TV, Netflix, DVD player, streaming services
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (63)
"My husband and I stayed at the Weems creek cottage for a childless getaway weekend. Everything was excellent, from communication with Jim, to the gorgeous property and the time we had in the city of Annapolis. Not to mention the weather was nice! We spent Friday and most of Saturday in the city of Annapolis. On Saturday evening we just enjoyed our stay at the cottage, we had two fires, relaxing in the Adirondack chairs overlooking the water. THIS was exactly what we needed and what we enjoy...
Amazing views, short walks to great dining!
Property grounds
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, (151)
"Quaint yet period correct. Plenty of room with decent kitchen. Especially love location and screaned back porch. Have stayed in house several times and does not disappoint!! Will go again for sure!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Terrace/patio
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (225)
"Best kept secret...we will be back soon."
The price is €155
includes taxes & fees
13 May - 14 May
Key West Cottages
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, (257)
"We loved the location of this Cottage! We had a wonderful stay and we will definitely be back! This property had everything we needed and the owner was very accommodating."
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Property grounds
Cozy Little Cottage on chincoteague island va.
9.8 out of 10, Exceptional, (16)
"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
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
Cottage On Famous Chincoteague Island-Famous Wild Ponies
9.8 out of 10, Exceptional, (53)
"This property had a plumbing issue at the time we were to be there. Christine moved us to another property, oyster haven. She couldnt have been nicer to accommodate us. Cute place! Convenient as well."
Cottage On Famous Chincoteague Island-Famous Wild Ponies
Property grounds
Cozy Cottage of Alexandria Privacy Parking Metro Full Kitchen Laundry Patio WiFi
9.6 out of 10, Exceptional, (170)
"Property and house was in a great neighborhood and very comfortable"
Cozy Cottage of Alexandria Privacy Parking Metro Full Kitchen Laundry Patio WiFi
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
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (103)
"Really enjoyed the house and it’s location, perfect for a couples weekend!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Exterior
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning
9.4 out of 10, Exceptional, (3)
"Just like thay stated. A dual family under renovation. If you want shiny granite and huge bathrooms you won't be happy. Larger than expected. Highly recommend this place if coming to visit family at Norfork Naval Base. Close to the base, beautiful beach. Kitchen is workable. Wish they had a few more drinking glasses and a can opener but stores were very close by and we were able to pick some up."
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning
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See all available properties in Chesapeake Bay
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

Terrace/patio
The Dupont Circle Hotel
4.5 star property
9.4 out of 10, Exceptional, (1199)
"Lovely hotel in a beautiful neighborhood. Walkable to DC highlights, restaurants and more."
The price is €322
includes taxes & fees
24 May - 25 May
The Dupont Circle Hotel
Exterior
The Churchill Hotel near Embassy Row
3.5 star property
8.8 out of 10, Excellent, (1450)
"The staff and our stay was wonderful!"
The price is €177
includes taxes & fees
23 May - 24 May
The Churchill Hotel near Embassy Row
View from property
Embassy Suites by Hilton Washington D.C. – Convention Center
3.5 star property
8.8 out of 10, Excellent, (1899)
"Getting to the property is expensive since it's downtown but it's worth it. I haven't had a 12 hr good sleep like what i had there"
The price is €191
includes taxes & fees
31 May - 1 Jun
Embassy Suites by Hilton Washington D.C. – Convention Center
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
1,452
Accommodation
40 Cottages
Lowest Price
€155
Highest Price
€155

Recent Reviews in Chesapeake Bay
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