Vacation Homes in Maryland

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Top Cities in Maryland

United States Capitol showing an administrative buidling, heritage architecture and autumn leaves
Vacation HomesVacation Homes

Washington

Washington

Vacation Homes in Maryland

Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp
Terrace/patio

Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp

9.8 out of 10, Exceptional, (171)
"House was wonderful for a weekend getaway. Kathleen was very prompt with responding to questions and the house was very clean! "
Luxury Lakefront 5BR - Hot Tub + Dock + Firepit - 3 Master Suites - Near Wisp
Tip Of The Town Fresh and New 3 Bedroom Nest
Fridge, microwave, oven, stovetop

Tip Of The Town Fresh and New 3 Bedroom Nest

10.0 out of 10, Exceptional, (25)
"Was a great clean place located in a nice little town! Would definitely recommend it!"
Tip Of The Town Fresh and New 3 Bedroom Nest
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
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
Property grounds

Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

9.8 out of 10, Exceptional, (188)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
The price is AED 507
AED 615 total
includes taxes & fees
5 Oct - 6 Oct
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath
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
Beach Paradise IX - Luxury 3-Bedrooms BOARDWALK Townhouse with Garage!
Property grounds

Beach Paradise IX - Luxury 3-Bedrooms BOARDWALK Townhouse with Garage!

9.8 out of 10, Exceptional, (20)
"Would stay again "
Beach Paradise IX - Luxury 3-Bedrooms BOARDWALK Townhouse with Garage!
SOUTH BEACH 601 ULTRA LUXURIOUS BOARDWALK GYM IN/OUT POOL
Indoor pool, outdoor pool

SOUTH BEACH 601 ULTRA LUXURIOUS BOARDWALK GYM IN/OUT POOL

8.8 out of 10, Excellent, (28)
"Property was beautiful, kitchen should be restocked, 2 of the beds need new mattresses, more lighting for reading in the living area, easier access to building, luggage carts for easier transport from car to room! We are very happy with the rental over all"
SOUTH BEACH 601 ULTRA LUXURIOUS BOARDWALK GYM IN/OUT POOL
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
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Property grounds

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

10.0 out of 10, Exceptional, (95)
"The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. "
The price is AED 551
AED 1,166 total
includes taxes & fees
6 Oct - 7 Oct
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
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, (36)
"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.
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

9.8 out of 10, Exceptional, (24)
"Great, cozy little place. Nice little get-away. Host communicated well and was not overbearing. We enjoyed ourselves. "
The price is AED 397
AED 654 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Wave Watcher's Condo - Steps to the beach!
Interior

Wave Watcher's Condo - Steps to the beach!

9.8 out of 10, Exceptional, (9)
"The place was very clean and very cool, which was nice on the hot days. Some of my party slept on the floor so I'd say it sleeps 10 but overall, wonderful place would recommend to anyone!"
Wave Watcher's Condo - Steps to the beach!
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.
Outdoor dining

3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.

10.0 out of 10, Exceptional, (3)
"Perfect!! We enjoyed staying there and hope to come back next year. Thank you"
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.
Charming Historic Townhouse Steps From USNA
Fridge, microwave, oven, stovetop

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (30)
"It was great!"
Charming Historic Townhouse Steps From USNA
The Madison
Dining

The Madison

10.0 out of 10, Exceptional, (36)
"The property was perfect. Beautiful place with a great location, offering everything you could possibly need or want. "
The Madison
Rooftop Deck Escape! Free Parking!
Smart TV, stereo

Rooftop Deck Escape! Free Parking!

8.4 out of 10, Very Good, (32)
"Fun family stay"
The price is AED 354
AED 1,049 total
includes taxes & fees
6 Oct - 7 Oct
Rooftop Deck Escape! Free Parking!
BAYSIDE BUNGALOW
Outdoor dining

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (50)
"We enjoyed another great weekend at one of our favorite spots. Such a cute cottage with everything you need. So lovely to sit on the porch and enjoy the beautiful views and gardens. We have a return visit already planned."
The price is AED 735
AED 1,114 total
includes taxes & fees
5 Oct - 6 Oct
BAYSIDE BUNGALOW
Large 2 bedroom house with private parking in a nice neighborhood
Smart TV, books

Large 2 bedroom house with private parking in a nice neighborhood

9.4 out of 10, Exceptional, (28)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
The price is AED 477
AED 1,198 total
includes taxes & fees
3 Nov - 4 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool
Outdoor dining

Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool

9.0 out of 10, Wonderful, (94)
"The house is big and beautiful and was very clean and comfortable. "
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool
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 Maryland Hotel Reviews

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

10/10 Excellent
"Rooms were amazing - staff was helpful, and was able to add this additional day to the other stay for the full weekend- and the staff provided the ability for us to keep our room the same. "
Evelyn 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Laurel