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Compare 439 Vacation Homes in Chesapeake Bay with updated reviews, rates, and availability.

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (85)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina

Capitol Hill & Eastern Market beauty w/ parking

10.0 out of 10, Exceptional, (64)
"We had a nice stay. The sofa bed in the living room only functioned as a couch but there was an extra matress. This location is about a 15 minute walk to the metro. "
The price is AED 334
AED 727 total
includes taxes & fees
10 Feb - 11 Feb
Capitol Hill & Eastern Market beauty w/ parking

Pure Luxury | 5 bedroom | Designer | Large |Bright

Pure Luxury | 5 bedroom | Designer | Large |Bright

Parking & Onsite Retail | Steps from Metro RL | Washington DC

8.8 out of 10, Excellent, (14)
"The space was comfortable just a bit smaller than what I thought"
The price is AED 724
AED 1,412 total
includes taxes & fees
25 Jan - 26 Jan
Parking & Onsite Retail | Steps from Metro RL | Washington DC

Pure Luxury | 4 bedroom | Designer | Large

Pure Luxury | 4 bedroom | Designer | Large

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (21)
"Couldn't ask for a better location for walking to The Bank. Parking pass good on game days. Had no problem parking right out front. Excellent communication with host and house was very nicely appointed! Stairs wider and safer than most in Pigtown"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Rooftop Deck Escape! Free Parking!

9.0 out of 10, Wonderful, (24)
"We had a great time, plenty of space for family of 8 with close distance to the aquarium. "
The price is AED 503
AED 1,133 total
includes taxes & fees
28 Jan - 29 Jan
Rooftop Deck Escape! Free Parking!

Luxury 2 bedroom apartment w/ free parking

9.6 out of 10, Exceptional, (37)
"Very clean, comfortable and welcoming stay with a very kind and attentive host."
Luxury 2 bedroom apartment w/ free parking

Historic DC rowhome - five minutes from the White House

9.0 out of 10, Wonderful, (16)
"Great location, comfortable, clean and lots of room. The property is as described. Good value."
Historic DC rowhome - five minutes from the White House

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, (8)
"This was such an amazing last minute find for us! We were visiting DC (the museums were about 35 minutes away but felt like 20) Silver Springs (15 minutes) and Rockville (about 25 minutes felt like 15). The hosts were so kind- we almost cancelled because some travelers were sick and they were accommodating to figure a plan. The hosts also provided a full case of water, bananas, OJ, coffee, milk, and sugar.We were 5 adults and a baby, and this house was very comfortable and we felt safe. I’m...
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

DuPont - Scandinavian Café & Garden Apartment

8.4 out of 10, Very Good, (21)
"Very convenient to every thing. Nice neighborhood. The host was great!! We enjoyed our stay. "
DuPont - Scandinavian Café & Garden Apartment

DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba

9.6 out of 10, Exceptional, (22)
"Great stay, plenty of room, excellent location, easy walking distance to local stores and restaurants. Allowed us room for immediate family and fellow cadets to get together over the Army/Navy weekend at FedEx field."
The price is AED 918
AED 2,185 total
includes taxes & fees
27 Jan - 28 Jan
DC Rowhome + HUGE Roofdeck & Parking ✲ 4br | 3.5ba

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

10.0 out of 10, Exceptional, (206)
"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!

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (144)
"Nice property with lots of space."
The Brass Crab - Check in/out any day!

Modern Arlington Gem, Minutes from DC & Pentagon

10.0 out of 10, Exceptional, (31)
"Great space to gather as a family. It has a designated parking space outside the unit. The space was large enough to accommodate a Christmas gathering for my family of 6 - with room to spare. The foosball table added some extra fun and having multiple bathrooms was a great addition! Personal preference - I didn’t care for the foam mattresses but my wife was fine with it. "
Modern Arlington Gem, Minutes from DC & Pentagon

Quaint Arlington Vacation Rental w/ Patio!

9.4 out of 10, Exceptional, (23)
"This was a great location for our stay. The unit was cozy and clean. We were able to get to everything we wanted to see, easily."
Quaint Arlington Vacation Rental w/ Patio!

Freshly renovated 3-story home 1 block from USNA!

10.0 out of 10, Exceptional, (29)
"Best property we’ve stayed at in Annapolis by far. We look forward to our next stay. The property was spacious, well stocked, cozy and full of beautiful light! Central location to everything you need. Friendly neighborhood and great location. "
The price is AED 544
AED 2,342 total
includes taxes & fees
4 Feb - 5 Feb
Freshly renovated 3-story home 1 block from USNA!

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (73)
"Heron house was perfect for our family weekend getaway. Doug and Kris are great hosts and made our stay as easy as could be! "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

10.0 out of 10, Exceptional, (43)
"Met up with my adult kids and their partners for a few days together. Loved the location and the space. Loved that it is dog friendly. Home has everything you need, very well stocked and functional kitchen. Wish we had more time to spend there. Highly recommend this property."
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

"La Casa Bianca" Fabulous 3 Bed Home next to H St & Union Market

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay in this beautiful and spacious home, which had a good layout for our family of 4. Our host Claire was very helpful and responsive and communicated well. It is within easy walking distance to both Trader Joe's and Whole Foods."
The price is AED 569
AED 1,682 total
includes taxes & fees
4 Feb - 5 Feb
"La Casa Bianca" Fabulous 3 Bed Home next to H St & Union Market
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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Other property types in Chesapeake Bay

ARC HOTEL Washington DC, Georgetown

3.0 star property
8.2 out of 10, Very Good, (2176)
"Excellent stay and the staff was very helpful."
The price is AED 403
AED 467 total
includes taxes & fees
26 Jan - 27 Jan
ARC HOTEL Washington DC, Georgetown

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2297)
"I had a wonderful stay at this hotel! The boutique ambiance was charming and added a unique touch to my visit. The room was spacious, providing plenty of comfort, and the beds were incredibly cozy, ensuring a restful night’s sleep. The location was perfect, making it easy to explore the surrounding area with everything conveniently nearby. I also enjoyed dining at the hotel’s restaurant, which offered delicious food and excellent service. Overall, this hotel exceeded my expectations, and I would...
The price is AED 590
AED 684 total
includes taxes & fees
26 Jan - 27 Jan
Glover Park - Georgetown

The Dupont Circle Hotel

4.5 star property
9.4 out of 10, Exceptional, (1486)
"I love the Dupont Circle Hotel, and this is the only place I stay while in DC. Their furniture on my latest stay was looking a little worse for wear, but I think a small spruce up will bring it back to its former glory. Maybe update the carpet and the furniture facings. But the amenities, restaurants, and room service are too notch. The street facing rooms can get a bit noisy. "
The price is AED 988
AED 1,146 total
includes taxes & fees
25 Jan - 26 Jan
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.