Villa holiday rentals in Maryland
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Top-rated villa rentals in Maryland
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Maryland
Private villa rentals
Villa in Ocean Pines
4.47 out of 5 average rating, 64 reviewsLuxe Homey Get-Away Beach Cove
11–18 May
Villa in Princess Anne
4.83 out of 5 average rating, 120 reviewsWaterfront Retreat & Guest House
16–23 Oct
Villa in Sparks Glencoe
4.86 out of 5 average rating, 22 reviewsStunning 14 Acre Modern Villa with Sunroom
21–28 Apr
Villa in Potomac
5.0 out of 5 average rating, 21 reviewsHygge, Upscale & Relaxing Luxury
2–9 Jan
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
7–14 May
Villa in North East
5.0 out of 5 average rating, 59 reviewsFive Bedroom Villa & Pool on North East Harbor
21–28 Oct
Villa in Stevensville
4.86 out of 5 average rating, 37 reviewsLuxurious Waterfront Kent Island Home
6–13 Jul
Villa in Chevy Chase
5.0 out of 5 average rating, 12 reviewsAmazing city life home with 4 br & 2 1/2 bath
26 Aug – 2 Sep
Luxury villa rentals
Villa in Queenstown
Nature Retreat
23–30 Jul
Villa in Princess Anne
4.83 out of 5 average rating, 120 reviewsWaterfront Retreat & Guest House
16–23 Oct
Villa in Ocean City
4.88 out of 5 average rating, 16 reviewsCheery & Cozy Beach Villa - Walk to Beach
22–29 Jul
Villa in Potomac
5.0 out of 5 average rating, 21 reviewsHygge, Upscale & Relaxing Luxury
2–9 Jan
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
7–14 May
Villa in North East
5.0 out of 5 average rating, 59 reviewsFive Bedroom Villa & Pool on North East Harbor
21–28 Oct
Villa in Baltimore
5.0 out of 5 average rating, 36 reviews"The Row Palace" - The Baltimore Sun
7–14 Mar
Villa in Bethesda
4.76 out of 5 average rating, 92 reviewsItaly meets Moroccan oasis with huge pool for 10
10–17 Oct
Villa rentals with a pool
Villa in Ocean City
Ocean Block 5BR/3BA ,fully renovated in 2022 Villa
26 Nov – 3 Dec
Room in Cockeysville
4.78 out of 5 average rating, 27 reviewsWestmore Estate II Contemporary Cave Gorgeous B&B
16–23 Apr
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
7–14 May
Villa in North East
5.0 out of 5 average rating, 59 reviewsFive Bedroom Villa & Pool on North East Harbor
21–28 Oct
Villa in Baltimore
5.0 out of 5 average rating, 36 reviews"The Row Palace" - The Baltimore Sun
7–14 Mar
Villa in Ocean Pines
5.0 out of 5 average rating, 3 reviewsLakeview/Golf course front home - 4 Bed/3 baths
Villa in Bethesda
4.76 out of 5 average rating, 92 reviewsItaly meets Moroccan oasis with huge pool for 10
10–17 Oct
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