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
10–17 Jun
Villa in Princess Anne
4.83 out of 5 average rating, 120 reviewsWaterfront Retreat & Guest House
7–14 Dec
Villa in Sparks Glencoe
4.86 out of 5 average rating, 22 reviewsStunning 14 Acre Modern Villa with Sunroom
18–25 Dec
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
31 Oct – 7 Nov
Villa in North East
5.0 out of 5 average rating, 59 reviewsFive Bedroom Villa & Pool on North East Harbor
16–23 Dec
Villa in Baltimore
5.0 out of 5 average rating, 35 reviews"The Row Palace" - The Baltimore Sun
24 Apr – 1 May
Villa in Chevy Chase
5.0 out of 5 average rating, 12 reviewsAmazing city life home with 4 br & 2 1/2 bath
24–31 Aug
Luxury villa rentals
Villa in Queenstown
Nature Retreat
19–26 Jul
Villa in Princess Anne
4.83 out of 5 average rating, 120 reviewsWaterfront Retreat & Guest House
7–14 Dec
Villa in Potomac
5.0 out of 5 average rating, 21 reviewsHygge, Upscale & Relaxing Luxury
2–9 Jan
Villa in North East
5.0 out of 5 average rating, 59 reviewsFive Bedroom Villa & Pool on North East Harbor
16–23 Dec
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
31 Oct – 7 Nov
Villa in Baltimore
5.0 out of 5 average rating, 35 reviews"The Row Palace" - The Baltimore Sun
24 Apr – 1 May
Villa in Bethesda
4.76 out of 5 average rating, 92 reviewsItaly meets Moroccan oasis with huge pool for 10
26 Sept – 3 Oct
Villa in Fort Washington
4.98 out of 5 average rating, 43 reviewsWaterfront Beautiful Spanish Villa minutes from DC
9–16 Apr
Villa rentals with a pool
Villa in Ocean City
Ocean Block 5BR/3BA ,fully renovated in 2022 Villa
15–22 Sept
Room in Cockeysville
4.78 out of 5 average rating, 27 reviewsWestmore Estate II Contemporary Cave Gorgeous B&B
13–20 Apr
Villa in North East
5.0 out of 5 average rating, 59 reviewsFive Bedroom Villa & Pool on North East Harbor
16–23 Dec
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
31 Oct – 7 Nov
Villa in Baltimore
5.0 out of 5 average rating, 35 reviews"The Row Palace" - The Baltimore Sun
24 Apr – 1 May
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
26 Sept – 3 Oct
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