House holiday rentals in Westmoreland County
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Top-rated house rentals in Westmoreland County
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 Westmoreland County
House rentals with a pool
Home in Lusby
5.0 out of 5 average rating, 111 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
22–29 Oct
Home in Montross
5.0 out of 5 average rating, 48 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
4–11 Dec
Home in Montross
5.0 out of 5 average rating, 7 reviewsThat 70's Hive - Retro Retreat w/ Beaches, Pool +
26 Dec – 2 Jan
Home in Hollywood
4.85 out of 5 average rating, 27 reviewsRiverhouse
25 May – 1 Jun
Home in Colonial Beach
5.0 out of 5 average rating, 15 reviewsBeautiful townhome in charming Colonial Beach
17–24 Jan
Home in Montross
4.96 out of 5 average rating, 69 reviewsWaterfront Dock, Hot Tub, Beach, Pool, Kayaks, SUP
28 Jun – 5 Jul
Home in Colonial Beach
4.93 out of 5 average rating, 27 reviewsNew 4BR townhome in the heart of Colonial Beach
10–17 Feb
Home in Montross
4.96 out of 5 average rating, 56 reviewsRiver Retreat
15–22 Jun
Weekly house rentals
Home in Colonial Beach
4.97 out of 5 average rating, 39 reviewsWaterfront Paradise with own Beach, Kayak, & Grill
2–9 Feb
Home in Montross
4.94 out of 5 average rating, 17 reviews"The Cove" - A newly updated waterfront cottage!
8–15 Nov
Home in Montross
5.0 out of 5 average rating, 45 reviewsWelcome to The Gull’s Nest Potomac Riverfront home
12–19 Sep
Home in Leonardtown
4.96 out of 5 average rating, 26 reviewsWater's Edge Cottage | Luxury Retreat
17–24 Feb
Home in Cobb Island
4.98 out of 5 average rating, 50 reviewsWaterfront 4-BR home w/ hot tub & charging station
14–21 Oct
Home in Colonial Beach
4.97 out of 5 average rating, 29 reviewsRiver Refresh - Waterfront with Spa on Placid Bay
30 Aug – 6 Sep
Home in Colonial Beach
4.98 out of 5 average rating, 42 reviewsBayside Bungalow
14–21 Apr
Home in Colonial Beach
4.76 out of 5 average rating, 33 reviewsFamily Tides: Hidden Gem, Colonial Beach Getaway
29 May – 5 Jun
Private house rentals
Home in Hague
5.0 out of 5 average rating, 4 reviewsSunrise Pier | Peaceful Spring Retreat
4–11 Apr
Home in Colonial Beach
5.0 out of 5 average rating, 14 reviewsThe Lyellton House: Water View, Steps from Beach
22–29 Dec
Home in Montross
5.0 out of 5 average rating, 63 reviewsFox Cove - Water front home with a private dock
13–20 Aug
Home in Kinsale
4.92 out of 5 average rating, 38 reviewsJackson Creek Waterfront Home with Amazing Sunsets
24 Sep – 1 Oct
Home in Colonial Beach
4.91 out of 5 average rating, 78 reviewsSunsets and Mermaids
7–14 Dec
Home in Colonial Beach
5.0 out of 5 average rating, 67 reviewsLovely 5 bedroom home, TVs in all bedrooms.
13–20 Apr
Home in Leonardtown
4.82 out of 5 average rating, 17 reviewsWaterfront Retreat, Your Home Away from Home
5–12 Nov
Home in Kinsale
4.94 out of 5 average rating, 51 reviewsRelaxing 3 bedroom waterfront retreat
21–28 Oct
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