Vacation Homes in Maryland

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Top Cities in Maryland

Vacation Homes in Maryland

Our top choices for Maryland vacation homes

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

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

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

9.8 out of 10, Exceptional, (187)
"Wonderful location near Antietam NP, Shepardstown, and Hagerstown. Small home but plenty of room. My family enjoyed their stay"
Sharpsburg Retreat--Civil War Home Near Antietam Battlefield, C&O Canal Towpath

Affordable Luxury Town Home in Federal Hill Baltimore.

9.4 out of 10, Exceptional, (60)
"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.

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

10.0 out of 10, Exceptional, (36)
"Fabulous week! Our family of 3 generations had a blast and appreciated the outstanding accommodations. House and outdoor areas are beautiful and well-maintained. Excellent location close to amenities and just minutes from Annapolis. Everything was great!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Beach Paradise IX - Luxury 4-Bedrooms BOARDWALK Townhouse with Garage!

9.8 out of 10, Exceptional, (20)
"Would stay again "
The price is SAR 354
SAR 1,380 total
includes taxes & fees
24 Sep - 25 Sep
Beach Paradise IX - Luxury 4-Bedrooms BOARDWALK Townhouse with Garage!

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

10.0 out of 10, Exceptional, (2)
"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

10.0 out of 10, Exceptional, (93)
"The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. "
The price is SAR 563
SAR 1,191 total
includes taxes & fees
21 Sep - 22 Sep
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.

2.0 star property
10.0 out of 10, Exceptional, (34)
"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

9.8 out of 10, Exceptional, (20)
"Great, cozy little place. Nice little get-away. Host communicated well and was not overbearing. We enjoyed ourselves. "
The price is SAR 405
SAR 668 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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.

10.0 out of 10, Exceptional, (2)
"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

10.0 out of 10, Exceptional, (29)
"It was great!"
Charming Historic Townhouse Steps From USNA

The Madison

10.0 out of 10, Exceptional, (35)
"We stayed for a week to tour college campuses for our son and are also considering moving there. We felt at home at The Madison and in the community. The house is exactly as described and in a great location to experience Frederick. "
The Madison

Rooftop Deck Escape! Free Parking!

8.4 out of 10, Very Good, (32)
"Fun family stay"
The price is SAR 402
SAR 1,110 total
includes taxes & fees
23 Sep - 24 Sep
Rooftop Deck Escape! Free Parking!

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (48)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
The price is SAR 750
SAR 1,117 total
includes taxes & fees
1 Oct - 2 Oct
BAYSIDE BUNGALOW

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 SAR 496
SAR 1,211 total
includes taxes & fees
21 Sep - 22 Sep
Large 2 bedroom house with private parking in a nice neighborhood

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

9.0 out of 10, Wonderful, (93)
"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