Chesapeake Bay Vacation Rentals

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Browse Select Chesapeake Bay Vacation Homes

Smart TV
Newly Remodeled Historic Home 2 Blocks from the Beach, Downtown, and the Park
10.0 out of 10, Exceptional, (1)
"House was perfect for our group of four, with a bedroom for each of us. House was well equipped, clean and in a perfect location just a block and 1/2 to the beach and shopping/dining. The house has been remodeled beautifully. Host was very responsive and very helpful. Would highly recommend!"
Newly Remodeled Historic Home 2 Blocks from the Beach, Downtown, and the Park
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this property."
The price is CA $857
CA $1,930 total
includes taxes & fees
Jun 11 - Jun 12
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, stovetop, toaster
Modern stay in Washington,DC
8.0 out of 10, Very good, (3)
"The place was simple, very neat and clean. All the soap dispensers, except for hand soap in the bathroom were empty! No paper towels in the kitchen, just an empty cardboard tube! Also, no iron or hair dryer, and no oven (if this is needed). Otherwise, without these amenities, the place was nice. Owner should warn future guests not to lock the bottom door when leaving. We locked ourselves out because we locked the door knob. The neighborhood was just okay. If you have a car and plan to spend time...
The price is CA $136
CA $190 total
includes taxes & fees
May 28 - May 29
Modern stay in Washington,DC
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Terrace/patio
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautifully decorated row home with thoughtful amenities. Hosts were very communicative, offering suggestions on things to do as well as local restaurants. Very pleasant stay."
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
Property grounds
A block to the beach!
9.8 out of 10, Exceptional, (38)
"We were at a different location than we originally booked. I am not sure how to rate the place shown since we weren't there. The alternative home we did stay in was very nice, on the beach and easy to get to everywhere."
A block to the beach!
TV, Netflix, Hulu, streaming services
Top of the Town!Perfectly Private w Pking & Access Downtown
10.0 out of 10, Exceptional, (10)
"The place was great. Even as presented online! Very spacious. Very clean and updated furnishing. Lots of options for television entertainment. Kindness and helpfulness of the owner was much appreciated. Our only suggestion is to get a railing for the steps going to the lower level."
Top of the Town!Perfectly Private w Pking & Access Downtown
Beach
Blufin Bungalows & Marina
3.0 star property
Blufin Bungalows & Marina
Beach
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
9.8 out of 10, Exceptional, (123)
"I think I said this in my last review but if you like boats this is the place for you. We love sitting outside watching the boats come and go. Walking to the Shanty is quick and easy. We would much rather stay here than right in the town. The property was clean enough but I feel like it really can use a deep cleaning. There’s lots of lovely decorations that seem to catch a lot of dust and hair. We plan on coming back in a few years and staying here again. Thanks for the great family memories."
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Property grounds
Adorable Beach bungalow a BLOCK from the Beach
6.8 out of 10, (3)
"My kids and I spent 4 nights at this quaint house and enjoyed our stay very much. Kathleen was very easy to communicate with, responsive, flexible, and just a pleasure to deal with. The property was very clean, and comfortable. The neighbors are quiet, the neighborhood is not necessarily walkable to restaurants. Overall, this is a great house, very cozy. The only suggestions I have would be to provide some additional extra touches like coffee pods, more dishes (especially those that can be put...
The price is CA $252
CA $512 total
includes taxes & fees
May 28 - May 29
Adorable Beach bungalow a BLOCK from the Beach
Fridge, microwave, oven, stovetop
Cozy Home Close to Inner Harbor
8.0 out of 10, Very good, (1)
"Convenient, plenty of room, very good host. Thanks for making my stay in Baltimore so easy."
Cozy Home Close to Inner Harbor
Microwave, oven, stovetop, dishwasher
Quaint 3/2.5 home in Fort Dupont
8.4 out of 10, Very good, (6)
"The whole house was ours. We have autistic child. She qas ve4y happy, she enjoyed the backyard. We had kitchen to prepare food for our child who cannot outside food. We really enjoyed staying here. Checking in and out was so c9nvenient. The owner responded quickly"
The price is CA $183
CA $451 total
includes taxes & fees
Jun 11 - Jun 12
Quaint 3/2.5 home in Fort Dupont
Property grounds
DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba
10.0 out of 10, Exceptional, (12)
"This property was in excellent condition. A wonderful place to go “home” to every night after our day in DC. Public transportation is nearby so you can just park your vehicle and ride. One of the best places we have stayed."
The price is CA $552
CA $1,055 total
includes taxes & fees
May 29 - May 30
DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba
Fridge, microwave, oven, stovetop
Hampton Centrally Located Oasis
10.0 out of 10, Exceptional, (3)
"Extras were a delightful touch, didn't need anything during our stay. Host was quick to respond, location was close to stores and everything we needed."
The price is CA $155
CA $296 total
includes taxes & fees
May 27 - May 28
Hampton Centrally Located Oasis
Exterior
Close to Old Town Alexandria And All Things DC
9.8 out of 10, Exceptional, (33)
"We needed a place to stay for a team meeting. This place was perfect in location and size. The backyard provided a nice table with lights to sit outside and unwind after a long day. The neighborhood is safe and great for walks in for dinner or exercise. Host is very close (next door) and very responsive… lots of good coffee options."
Close to Old Town Alexandria And All Things DC
Exterior
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, (25)
"Jimmy worked hard to meet our ever need. Location is very central fir restaurants and getting to Assateague Island. Unit is basic with all the essentials, comfortable bed."
Quaint Cottages Near Everything on Beach Road
Beach
Petit Cozy Beach Bungalow— 5 min walk to the beach
9.8 out of 10, Exceptional, (9)
"Nice quaint bungalow. Beds were nice and comfortable and the bathroom was also quite nice. It's close to the beach area and an easy walk. All positive about our stay there."
Petit Cozy Beach Bungalow— 5 min walk to the beach
TV, offices
Your Happy Place - With Parking!
9.4 out of 10, Exceptional, (3)
"I was with my daughter and we love this place, everything was so cleand and cosy, all the photos looks excatly the same. We were very happy. Thank you"
Your Happy Place - With Parking!
Fridge, microwave, oven, stovetop
Entire home in Washington, District of Columbia, United States
10.0 out of 10, Exceptional, (1)
"Great location and just an overall great place to stay"
The price is CA $159
CA $338 total
includes taxes & fees
Jun 17 - Jun 18
Entire home in Washington, District of Columbia, United States
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
4 bedrooms, travel crib, WiFi
Cozy & Luxury 4 bedroom Baltimore downtown home
7.6 out of 10, Good, (14)
"Keeping in touch with the property owner was easy. They were responsive and professional. The property was clean and there was plenty of space for my group. We were shocked how easy parking was."
The price is CA $244
CA $497 total
includes taxes & fees
May 27 - May 28
Cozy & Luxury 4 bedroom Baltimore downtown home
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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 perfect central location! Wonderful breakfast provided, with a generous happy hour with 2 free drinks and snacks. "
The price is CA $271
CA $315 total
includes taxes & fees
May 28 - May 29
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, (3718)
"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 CA $236
CA $273 total
includes taxes & fees
May 24 - May 25
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 CA $407
CA $472 total
includes taxes & fees
May 23 - May 24
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 Vacation Homes information

Number of reviews
449
Accommodation
466 Vacation Homes
Lowest Price
CA $136
Highest Price
CA $857

Recent Reviews in Chesapeake Bay
Expedia verified reviews