Vacation rentals in Maryland

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Top-rated holiday rentals in Maryland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cabin in Lusby
Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a two bed, one bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish and catch crab --
4 – 11 Apr
4.93 out of 5 average rating, 136 reviews
Guest favourite
Home in Cambridge
"Happy Campers" Waterfront Apartment!
Come and experience a relaxing getaway at our fully furnished, detached waterfront apartment! Happy Campers is located on the Choptank River, surrounded by acres of pristine land! You will enjoy quiet afternoons, whether you choose to lounge on chairs by the water and birdwatch or take a bike ride down the lane to explore quiet back roads and beautiful country scenery! A short 15 minute drive into the town of Cambridge offers unique boutiques and restaurants, sightseeing and Sailwinds Park!
21 – 28 Aug
5.0 out of 5 average rating, 262 reviews
Guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.
28 Apr – 5 May
4.97 out of 5 average rating, 116 reviews

Popular amenities for Maryland holiday rentals

Other great holiday rentals in Maryland

Guest favourite
Guesthouse in Stevensville
Waterfront Getaway - View of bay from your bed
25 Nov – 2 Dec
5.0 out of 5 average rating, 201 reviews
Guest favourite
Cabin in Myersville
Cabin on Middle Creek - Myersville MD - Middletown
2 – 9 Nov
4.97 out of 5 average rating, 247 reviews
Guest favourite
Loft in Walkersville
Daysville Inn- Boho Farmhouse Apt
18 – 25 July
5.0 out of 5 average rating, 122 reviews
Guest favourite
Home in Shady Side
Luxe Modern Chesapeake Waterfront Oasis
24 Nov – 1 Dec
5.0 out of 5 average rating, 111 reviews
Guest favourite
Tiny home in Saint Inigoes
Historic St.Mary's City at the Lazy Bear Cottage
2 – 9 Oct
4.98 out of 5 average rating, 292 reviews
Guest favourite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
24 – 31 July
4.94 out of 5 average rating, 305 reviews
Guest favourite
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
18 – 25 Dec
4.99 out of 5 average rating, 178 reviews
Guest favourite
Tiny home in Cambridge
Blackwater Refuge House on The Farm, water access
10 – 17 June
4.99 out of 5 average rating, 153 reviews
Guest favourite
Cottage in Glen Burnie
Home away from home
15 – 22 Oct
4.92 out of 5 average rating, 136 reviews
Superhost
Bungalow in Deale
Cozy waterfront getaway on the Bay
4 – 11 Nov
4.86 out of 5 average rating, 352 reviews
Guest favourite
Tiny home in Hancock
Ridge top tiny house - mountain side views
6 – 13 May
4.95 out of 5 average rating, 148 reviews
Guest favourite
Cottage in California
Cozy Little Cottage
7 – 14 Aug
4.97 out of 5 average rating, 188 reviews

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