Search Vacation Homes in Chesapeake Bay

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Chesapeake Bay

Blufin Bungalows & Marina
On the beach

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (128)
"Excellent stay."
Blufin Bungalows & Marina
Capitol Hill & Eastern Market beauty w/ parking
Fridge, microwave, oven, stovetop

Capitol Hill & Eastern Market beauty w/ parking

10.0 out of 10, Exceptional, (81)
"Very convenient!"
The price is SAR 469
SAR 921 total
includes taxes & fees
18 Jun - 19 Jun
Capitol Hill & Eastern Market beauty w/ parking
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.
Outdoor dining

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

2.0 star property
10.0 out of 10, Exceptional, (23)
"The unit was great. "
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (218)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
House on the Gwynns Falls
Outdoor dining

House on the Gwynns Falls

8.8 out of 10, Excellent, (16)
"Mary was great to deal with, very accommodating, and happily welcomed our dog. It was super convenient when visiting dear friends nearby."
The price is SAR 634
SAR 949 total
includes taxes & fees
10 Jun - 11 Jun
House on the Gwynns Falls
Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly
Exterior

Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly

9.8 out of 10, Exceptional, (10)
"We had a great time at your cute house! Thanks "
The price is SAR 694
SAR 1,778 total
includes taxes & fees
24 Jun - 25 Jun
Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly
Affordable Luxury Town Home in Federal Hill Baltimore.
Fridge, microwave, oven, stovetop

Affordable Luxury Town Home in Federal Hill Baltimore.

9.6 out of 10, Exceptional, (44)
"Our 4th time at this property. Manager is responsive and accommodating. The home is comfortable, clean and well appointed. Excellent location in safe, walkable neighborhood. Free street parking. Highly recommend. "
Affordable Luxury Town Home in Federal Hill Baltimore.
Cozy Vintage Escape – 4BR/4BA Near DC Attractions!
Desk, iron/ironing board, travel crib, free WiFi

Cozy Vintage Escape – 4BR/4BA Near DC Attractions!

10.0 out of 10, Exceptional, (2)
"We visited DC with family and loved the location. It was in a quiet neighborhood close to the metro, which made it easy to get around. The home is clean and beautiful. We would stay here again! "
Cozy Vintage Escape – 4BR/4BA Near DC Attractions!
Cape Charles home with pool and golf cart 5 minutes from the beach!
Miscellaneous

Cape Charles home with pool and golf cart 5 minutes from the beach!

8.8 out of 10, Excellent, (8)
"Wedding in cape Charles va."
Cape Charles home with pool and golf cart 5 minutes from the beach!
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
On the beach

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

8.8 out of 10, Excellent, (56)
"Great stay "
The price is SAR 1,121
SAR 1,823 total
includes taxes & fees
16 Jun - 17 Jun
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway
Fridge, microwave, oven, stovetop

5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway

9.4 out of 10, Exceptional, (3)
"Amazing stay! Very comfortable and convenient stay. Near local shopping area and Downtown, DC. Very resourceful amenties, appliances etc. Host communication was very prompt and effective. Definitely a highly recommended stay if looking to book in the area. I will definitely be booking this stay again in the near future! "
The price is SAR 938
SAR 1,937 total
includes taxes & fees
9 Jun - 10 Jun
5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Parking

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.8 out of 10, Exceptional, (8)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is SAR 3,758
SAR 5,849 total
includes taxes & fees
10 Jun - 11 Jun
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Modern 2bd Getaway Walk to Metro Free Parking
Fridge, microwave, oven, stovetop

Modern 2bd Getaway Walk to Metro Free Parking

9.6 out of 10, Exceptional, (17)
"Very clean responsive host"
Modern 2bd Getaway Walk to Metro Free Parking
Serenity on the Bay-Complimentary Sunrise & Sunset Views
4 bedrooms, WiFi, bed sheets

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.6 out of 10, Exceptional, (35)
"Clean and amazing stay. Proximity to everything is great!"
Serenity on the Bay-Complimentary Sunrise & Sunset Views
Sojourn's Capitol Hill Charmer Superb for Families
Fridge, microwave, oven, stovetop

Sojourn's Capitol Hill Charmer Superb for Families

10.0 out of 10, Exceptional, (5)
"Loved the location and the beautiful property "
Sojourn's Capitol Hill Charmer Superb for Families
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Beach

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

9.8 out of 10, Exceptional, (154)
"It was a great location! We enjoyed our time in Cape Charles."
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Luxury Federal Hill Home w/Rooftop & 4 Parking Spots
View from property

Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

9.6 out of 10, Exceptional, (16)
"Turns out the property was just as it looked online. Location was great...close to Blue Moon Two (a fantastic place for an amazing breakfast), grocery and a couple of small bars. Easy access for Lyft to get us around town and definitely a plus to have parking included! Miles, our host, was great and responded super quickly to any questions we had. Would recommend. "
The price is SAR 1,538
SAR 2,500 total
includes taxes & fees
3 Jul - 4 Jul
Luxury Federal Hill Home w/Rooftop & 4 Parking Spots
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!
Terrace/patio

Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

10.0 out of 10, Exceptional, (1)
"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "
The price is SAR 1,496
SAR 2,608 total
includes taxes & fees
9 Jun - 10 Jun
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!
Quaint 3/2.5 home in Fort Dupont
Private kitchen

Quaint 3/2.5 home in Fort Dupont

8.0 out of 10, Very Good, (16)
"Nice place and a good location not far from downtown"
The price is SAR 386
SAR 1,129 total
includes taxes & fees
10 Jun - 11 Jun
Quaint 3/2.5 home in Fort Dupont
Stylish, Serene Shirlington Retreat - Close to DC, Ideal for Business or Leisure
Fridge, microwave, oven, stovetop

Stylish, Serene Shirlington Retreat - Close to DC, Ideal for Business or Leisure

2.0 star property
7.6 out of 10, Good, (5)
"Great spot to stay for business. Cute area. The parking was hard at times, but never terrible. I would go again it felt safe. "
The price is SAR 375
SAR 871 total
includes taxes & fees
9 Jun - 10 Jun
Stylish, Serene Shirlington Retreat - Close to DC, Ideal for Business or Leisure
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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