Holiday Homes in Chesapeake Bay

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Featured Holiday Homes in Chesapeake Bay

Our top choices for Chesapeake Bay holiday homes

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (169)
"excellent place to stay on the water"
Blufin Bungalows & Marina

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (32)
"We had 14 family members join us to celebrate my son’s graduation from the Naval Academy. The house is clean, the rooms were great, the property was beautiful, and it was close to USNA. Our family loved the open concept. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Your own private beach with this charming 3-bedroom beachfront house!

9.6 out of 10, Exceptional, (20)
"We had a great time!! 55yr anniversary our daughter, son inlaw & 2 great grand kids joined us for a couple days!!!"
Your own private beach with this charming 3-bedroom beachfront house!

Capitol Hill & Eastern Market beauty w/ parking

10.0 out of 10, Exceptional, (88)
"Great location, very clean. On site parking was very helpful in the city. We were able to walk to get food/coffee. Would absolutely stay here again on any return visits. "
The price is AU$350
includes taxes & fees
7 Sept - 8 Sept
Capitol Hill & Eastern Market beauty w/ parking

Unbeatable Location on The Hill

10.0 out of 10, Exceptional, (41)
"Really enjoyed this home. It was well decorated, well stocked, and in a convenient location. Would recommend this property to others."
Unbeatable Location on The Hill

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

7.4 out of 10, Good, (9)
"Wonderful property!! My family and I had a great time. The location is very convenient to about everything. "
The price is AU$843
includes taxes & fees
1 Oct - 2 Oct
Big Waterfront House on the Bay! Amazing Views, Swim Deck, Walk to Beach!

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.6 out of 10, Exceptional, (45)
"Great place, very clean, plenty of room for a large family.Location was good and property & view of the water were very nice. Easy to get to and many restaurants and stores nearby. Highly recommend this place for your next visit. "
Serenity on the Bay-Complimentary Sunrise & Sunset Views

Spacious Home w/Free Parking-Close to Old-town Alexandria and DC!

9.8 out of 10, Exceptional, (34)
"Nurten's place was perfect for our family of all ages. Very spacious with comfortable beds, a well-equipped kitchen and nice furnishings. I'd highly recommend Nurten's house for a stay in the DC area!"
The price is AU$543
includes taxes & fees
1 Sept - 2 Sept
Spacious Home w/Free Parking-Close to Old-town Alexandria and DC!

Affordable Luxury Town Home in Federal Hill Baltimore.

9.4 out of 10, Exceptional, (56)
"We stayed here for 2 nights. Place was as noted on VRBO site. It was clean and we slept well in the king bed. Just a suggestion to note on this property that the parking is street parking on your own. Also, not sure VRBO has this as a selection but to note if a place is ADA. The stairs in this place were a bit challenging for us. Others may not be so lucky. We managed but next time I will ask about this before booking. "
Affordable Luxury Town Home in Federal Hill Baltimore.

Charming Historic Capitol Hill Row Home w/ parking - perfect location

10.0 out of 10, Exceptional, (99)
"Property is gorgeous! Great shape, clean and incredibly well decorated. Well equipped for an effortless stay. Perfect location to walk to museums restaurants. Top shelf hosts as well. "
Charming Historic Capitol Hill Row Home w/ parking - perfect location

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

8.8 out of 10, Excellent, (65)
"House was exactly as described. Would most definitely stay there again and again! "
The price is AU$548
includes taxes & fees
7 Sept - 8 Sept
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rooftop Deck Escape! Free Parking!

8.6 out of 10, Excellent, (30)
"Fun family stay"
The price is AU$437
includes taxes & fees
1 Sept - 2 Sept
Rooftop Deck Escape! Free Parking!

Luxurious Capitol Hill Home - 2BR/2.5B

10.0 out of 10, Exceptional, (2)
"Fun place! Great location!"
Luxurious Capitol Hill Home - 2BR/2.5B

Hidden Gem@Capitol Hill, 4BDR,2.5BA , 2 Blocks to Metro - DowntownDC, DCA, IAD

9.8 out of 10, Exceptional, (33)
"Accommodations as depicted, close to the Metro, nice neighborhood "
The price is AU$1,002
includes taxes & fees
7 Sept - 8 Sept
Hidden Gem@Capitol Hill, 4BDR,2.5BA , 2 Blocks to Metro - DowntownDC, DCA, IAD

Gorgeous 1BR apt/Capitol Hill/Eastern Market Entire rental unit in Washington

10.0 out of 10, Exceptional, (13)
"Loved everything about our stay! Location is fantastic, with a rail stop, coffee shops, restaurants, and book / game stores a short walk away, and the hosts were very communicative and welcoming! Will definitely stay here again on future trips!"
Gorgeous 1BR apt/Capitol Hill/Eastern Market Entire rental unit in Washington

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

10.0 out of 10, Exceptional, (230)
"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Charming Home • Free Parking & Free Metro Shuttle

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay! The accommodations were clean and very comfortable. We all slept well and absolutely loved the shower heads. "
Charming Home • Free Parking & Free Metro Shuttle

Luxury 2 bedroom apartment w/ free parking

9.4 out of 10, Exceptional, (52)
"We had a very comfortable stay here. Everything was clean and orderly. The directions were so helpful and the neighborhood is great. Many thanks!"
Luxury 2 bedroom apartment w/ free parking

Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

9.0 out of 10, Wonderful, (31)
"Nice place close to everything neighborhood decent for Baltimore. Would stay here with my family "
Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Anacostia Bungalow

The price is AU$471
includes taxes & fees
10 Sept - 11 Sept
Anacostia Bungalow
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

Find out more about Chesapeake Bay

Find out more about Chesapeake Bay

Chesapeake Bay Holiday Homes information

Number of reviews
Accommodation
653 Holiday Homes
Lowest Price
AU$350
Highest Price
AU$1,002

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