Holiday Homes in Chesapeake Bay

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Featured Holiday Homes in Chesapeake Bay

Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (189)
"Absolutely loved it here. Very helpful and friendly staff. Will Absolutely stay again."
Blufin Bungalows & Marina
Your own private beach with this charming 3-bedroom beachfront house!
Interior

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

9.8 out of 10, Exceptional, (23)
"The house was big and plenty of room for a big family. Very well stocked and very convenient location. "
Your own private beach with this charming 3-bedroom beachfront house!
Luxurious Capitol Hill Home - 2BR/2.5B
Outdoor dining

Luxurious Capitol Hill Home - 2BR/2.5B

10.0 out of 10, Exceptional, (4)
"Fun place! Great location!"
Luxurious Capitol Hill Home - 2BR/2.5B
Serenity on the Bay-Complimentary Sunrise & Sunset Views
Beach

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.6 out of 10, Exceptional, (47)
"Located in a near perfect spot to stay if you want easy access to all the local attractions while being just far enough off the beaten path for some peace and quiet. The property was clean and communication with the property owner was easy and attentive. "
Serenity on the Bay-Complimentary Sunrise & Sunset Views
Perfectly located townhome in beautiful Old Town Alexandria with parking
Outdoor dining

Perfectly located townhome in beautiful Old Town Alexandria with parking

9.2 out of 10, Wonderful, (17)
"Location was great. Communication with property manager was excellent. House was clean and had everything we needed. "
Perfectly located townhome in beautiful Old Town Alexandria with parking
Pure Luxury | 5 bedroom | Designer | Large |Bright
Smart TV

Pure Luxury | 5 bedroom | Designer | Large |Bright

Pure Luxury | 5 bedroom | Designer | Large |Bright
Charm and Comfort in Capitol Hill
Property grounds

Charm and Comfort in Capitol Hill

2.0 star property
10.0 out of 10, Exceptional, (5)
"It was in an awesome neighborhood and made walking the area around friendly and fun. "
The price is NZ$406
includes taxes & fees
1 Oct - 2 Oct
Charm and Comfort in Capitol Hill
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
Beach nearby, sun-loungers

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (165)
"Clean awesome place to stay…handy to all amenities "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
Charming 2-bedroom townhome in Baltimore with WiFi, AC
Exterior

Charming 2-bedroom townhome in Baltimore with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Had an amazing stay "
Charming 2-bedroom townhome in Baltimore with WiFi, AC
Stylish 4BR/4BA Haven | Rooftop Deck & Private Parking!
Interior

Stylish 4BR/4BA Haven | Rooftop Deck & Private Parking!

9.6 out of 10, Exceptional, (4)
"Home inside was breathtakingly beautiful. Attemtion to detail of decor was amazing and the beds were very comfortable. Everything inside the home was very clean and immaculate. "
The price is NZ$954
includes taxes & fees
2 Oct - 3 Oct
Stylish 4BR/4BA Haven | Rooftop Deck & Private Parking!
Spacious Home w/Free Parking-Close to Old-town Alexandria and DC!
Smart TV, fireplace, computer monitors

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

9.8 out of 10, Exceptional, (35)
"Home away from home, spacious, clean and neat!"
The price is NZ$667
includes taxes & fees
30 Sept - 1 Oct
Spacious Home w/Free Parking-Close to Old-town Alexandria and DC!
Massive 5BR Historic CozySuites House
Fridge, microwave, oven, stovetop

Massive 5BR Historic CozySuites House

9.2 out of 10, Wonderful, (10)
"Looking for a space that will allow for multiple adults to sleep comfortably, this is the place. "
Massive 5BR Historic CozySuites House
Affordable Luxury Town Home in Federal Hill Baltimore.
Fridge, microwave, oven, stovetop

Affordable Luxury Town Home in Federal Hill Baltimore.

9.4 out of 10, Exceptional, (60)
"The townhome was really nice and clean. We really enjoyed our stay."
Affordable Luxury Town Home in Federal Hill Baltimore.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (36)
"Fabulous place. We’ll be booking again next year. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Luxury Waterfront Executive Family Home Annapolis with All Amenities
Outdoor dining

Luxury Waterfront Executive Family Home Annapolis with All Amenities

7.4 out of 10, Good, (3)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities
☆990ft² ☆Heart of Georgetown☆99 Walk Score☆<1 min→Shops☆Smart TV☆
Fridge, microwave, stovetop, coffee/tea maker

☆990ft² ☆Heart of Georgetown☆99 Walk Score☆<1 min→Shops☆Smart TV☆

10.0 out of 10, Exceptional, (12)
"Very nice place to return to after a full day!"
The price is NZ$689
includes taxes & fees
2 Oct - 3 Oct
☆990ft² ☆Heart of Georgetown☆99 Walk Score☆<1 min→Shops☆Smart TV☆
Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home
Property grounds

Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home

9.8 out of 10, Exceptional, (106)
"We loved the house, the locations and the beach!!!"
Beachfront w/ Private Access & 2 Decks - Spacious & Well-Equipped Home
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, (35)
"Great location for my family to visit!Convenient to dc/chevy Chase/metro station. "
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.
Luxury 2 bedroom apartment w/ free parking
Interior

Luxury 2 bedroom apartment w/ free parking

9.4 out of 10, Exceptional, (52)
"The apartment was as described. Host was prompt with communication. I would recommend and stay again. Quiet neighborhood, plenty of parking in the street. "
Luxury 2 bedroom apartment w/ free parking
Old Town Alexandria Luxury Hidden Gem "4TV's" Free Parking Mins To DC
Fridge, microwave, oven, stovetop

Old Town Alexandria Luxury Hidden Gem "4TV's" Free Parking Mins To DC

10.0 out of 10, Exceptional, (21)
"The house was perfect and in walking distance of so many great restaurants, coffee shops , and shops!"
The price is NZ$974
includes taxes & fees
6 Oct - 7 Oct
Old Town Alexandria Luxury Hidden Gem "4TV's" Free Parking Mins To DC
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

Hyatt House Washington DC / Downtown / Convention Center

Hyatt House Washington DC / Downtown / Convention Center

10/10 Excellent
"Great"
Jasiah 2-night trip
Posted 2 days ago
Hyatt House Washington DC / Downtown / Convention Center

Find out more about Chesapeake Bay

Find out more about Chesapeake Bay

Chesapeake Bay Holiday Homes information

Number of reviews
820
Accommodation
656 Holiday Homes
Lowest Price
NZ$406
Highest Price
NZ$974

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