House holiday rentals in Maryland
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Top-rated house rentals in Maryland
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Maryland
House rentals with a pool
Home in New Market
4.94 out of 5 average rating, 115 reviewsHistoric Peace and Plenty Farm: Pool House
4–11 Mar
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
16–23 Oct
Home in Ocean City
4.94 out of 5 average rating, 219 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
28 Jan – 4 Feb
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
27 Sep – 4 Oct
Home in Harwood
4.94 out of 5 average rating, 117 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
8–15 May
Home in Oakland
4.95 out of 5 average rating, 192 reviewsLAKE&Waterfalls|Private|Firewood|PoolAccess|HotTub
15–22 Dec
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
30 Jan – 6 Feb
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
3–10 Dec
Weekly house rentals
Home in Hagerstown
4.91 out of 5 average rating, 103 reviewsModern, one bedroom home in Hagerstown
6–13 Apr
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
15–22 May
Home in Silver Spring
4.82 out of 5 average rating, 167 reviewsCozy Apartment (Private Entrance)
18–25 Oct
Home in Silver Spring
4.99 out of 5 average rating, 121 reviewsRare New Build Home w/Hot Tub, Fire pit, Game Room
25 Dec – 1 Jan
Home in Leonardtown
4.96 out of 5 average rating, 26 reviewsWater's Edge Cottage | Luxury Retreat
13–20 Dec
Home in Bowie
5.0 out of 5 average rating, 19 reviewsPrivate & Cozy Suite in Bowie, MD
16–23 Jul
Home in Frederick
4.83 out of 5 average rating, 23 reviewsSpacious & Comfy Private Apartment
15–22 Jun
Home in Bethesda
5.0 out of 5 average rating, 42 reviewsLuxury basement apt all private with private entry
13–20 Mar
Private house rentals
Home in Edgewater
4.97 out of 5 average rating, 30 reviewsEntire Beach House with Pool and Hot Tub
31 Oct – 7 Nov
Home in Rockville
4.93 out of 5 average rating, 45 reviewsLily’s House - private basement, close to metro
6–13 Oct
Home in Leonardtown
4.95 out of 5 average rating, 43 reviewsOld Bay Inn
13–20 May
Home in Hagerstown
5.0 out of 5 average rating, 10 reviewsHawks Nest Hagerstown
28 Jul – 4 Aug
Home in Silver Spring
4.94 out of 5 average rating, 18 reviewsNEW| Cozy House near Metro & WashDC| Ample Parking
7–14 Dec
Home in Clear Spring
4.81 out of 5 average rating, 32 reviewsCozy Creek House W/Hot Tub by Whitetail
17–24 Aug
Home in Greensboro
4.96 out of 5 average rating, 48 reviewsCozy 2 bedroom home on wooded private lane
4–11 Jan
Home in Severn
4.95 out of 5 average rating, 20 reviewsHidden Haven Roost
15–22 Sep
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