Search Chesapeake Bay Cottage Rentals from CA $295

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Browse Select Chesapeake Bay Cottages

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (430)
"Great place to stay!"
The price is CA $295
CA $332 total
includes taxes & fees
Sep 18 - Sep 19
Key West Cottages

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is CA $249
CA $414 total
includes taxes & fees
Aug 19 - Aug 20
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (31)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is CA $207
CA $432 total
includes taxes & fees
Aug 24 - Aug 25
Soul Oasis - home on the Chesapeake Bay

Comfortable & Private 2 Bedrm Cottage w/ King bed.

10.0 out of 10, Exceptional, (13)
"It was a great stay. Was there for work. Close for work and close to the beach. "
The price is CA $176
CA $475 total
includes taxes & fees
Aug 19 - Aug 20
Comfortable & Private 2 Bedrm Cottage w/ King bed.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (47)
"We had a great stay! Thanks."
The price is CA $267
CA $488 total
includes taxes & fees
Aug 24 - Aug 25
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
The price is CA $260
CA $654 total
includes taxes & fees
Aug 19 - Aug 20
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (39)
"The accommodations were superb and being on the water was amazing!"
The price is CA $417
CA $499 total
includes taxes & fees
Aug 19 - Aug 20
Cottage Located on the Patuxent River!

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (15)
"Hubs and I were looking for a relaxing getaway and boy did we find it. This cottage was perfect. "
The price is CA $242
CA $366 total
includes taxes & fees
Sep 1 - Sep 2
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (19)
"Wonderful location, host communicated well"
The price is CA $325
CA $640 total
includes taxes & fees
Aug 19 - Aug 20
Bay Dream Believer Cottage on Beautiful East River Waterfront

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
The price is CA $220
CA $384 total
includes taxes & fees
Sep 2 - Sep 3
Deal Island Bay Cottage

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

9.6 out of 10, Exceptional, (4)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is CA $225
CA $495 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Bay Cottage private backyard blocks from beach!

9.0 out of 10, Wonderful, (37)
"Clean and up-to-date home. Close to the beach. Convenient and comfortable. Would rent again. "
The price is CA $311
CA $591 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Bay Cottage private backyard blocks from beach!

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

9.4 out of 10, Exceptional, (132)
"Awesome two night stay! Highly recommend! "
The price is CA $409
CA $685 total
includes taxes & fees
Sep 3 - Sep 4
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Norfolk Beach Cottage Rental

9.0 out of 10, Wonderful, (271)
"Cute & comfy place that was perfect for my kids, husband & I. We went to a concert & Ive never stayed in this part of Norfolk. Great location & exactly what we were looking for!"
The price is CA $242
CA $559 total
includes taxes & fees
Sep 16 - Sep 17
Norfolk Beach Cottage Rental

Ruscincy’s Rest "minutes drive to Orioles stadium"

Ruscincy’s Rest "minutes drive to Orioles stadium"

Grandma’s Cottage will wrap around you like a warm hug

The price is CA $311
CA $579 total
includes taxes & fees
Aug 29 - Aug 30
Grandma’s Cottage will wrap around you like a warm hug

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

10.0 out of 10, Exceptional, (20)
"We were very pleased with the location including its proximity to the sites and the neighborhood. Fran was very kind and responsive during our stay. "
The price is CA $235
CA $458 total
includes taxes & fees
Sep 14 - Sep 15
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
The price is CA $468
CA $726 total
includes taxes & fees
Aug 19 - Aug 20
Long Beach Cottage, (romantic couple’s getaway)

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

8.0 out of 10, Very good, (4)
"Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. "
The price is CA $339
CA $1,749 total
includes taxes & fees
Aug 20 - Aug 21
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is CA $497
CA $918 total
includes taxes & fees
Aug 19 - Aug 20
Chesapeake Cottages- 2 Quaint Waterfront Retreats
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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Top Chesapeake Bay Hotel Reviews