Holiday rentals in Boston
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Top-rated holiday rentals in Boston
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Tiny home in Reva
4.94 out of 5 average rating, 287 reviewsK-9 Heaven Dogs Run Free
K-9 Heaven ... Get away from the City. Enjoy clean open spaces. Spend time with the horses.They love peppermints. Don't leave your K-9 family at home, It's there vacation too. 100% off leash 20 min away Old Rag Mountain , White Oak Falls and downtown Culpeper. There are so many trails for a wonderful hiking experience. We are with in 10 min of nearby winerys, breweries We are off leash for dogs . Never leave the farm as we have Doordash to bring you whatever you desire, Wine, food anything.
16–23 Apr
Farm stay in Sperryville
4.98 out of 5 average rating, 120 reviewsThe Roost at Upper Nonesuch
New for fall: Pickleball Court!. Located in the foothills of the Blue Ridge Mountains, Upper Nonesuch is the perfect place to get away and relax. Enjoy the serene view of the valley and rolling hills from the large screened-in porch and bedroom, the walking trails, the spring-fed pond on the adjacent farm. Take a short drive and enjoy hiking Old Rag and White Oak Canyon Falls. Explore Sperryville and Culpeper, the many orchards, wineries, breweries, all the Shenandoah Valley has to offer.
14–21 Jun
Guest house in Syria
4.95 out of 5 average rating, 324 reviewsLittle House on Strother Run
Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.
16–23 Jul
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston
Flat in Madison
4.9 out of 5 average rating, 227 reviewsThe Studio at Dark Run Retreat
8–15 Apr
Home in Brightwood
4.99 out of 5 average rating, 297 reviewsHilltop Haven Luxury lodging in Wine country
4–11 Nov
Cottage in Madison
4.9 out of 5 average rating, 135 reviewsRobinson River Roost - Cottage near Shenandoah NP
7–14 May
Cottage in Etlan
4.97 out of 5 average rating, 159 reviewsAmy's Place
2–9 Apr
Guest suite in Stanley
4.98 out of 5 average rating, 158 reviewsTranquility in the Mountains
20–27 Aug
Guest house in Madison
4.97 out of 5 average rating, 227 reviewsHebron Valley Cottage
4–11 Jun
Farm stay in Rixeyville
4.97 out of 5 average rating, 266 reviewsHistoric Tiny Log Cabin at Beechwood View Farm
30 Jul – 6 Aug
Guest suite in Brandy Station
4.95 out of 5 average rating, 116 reviewsThrelkeld Farm,quiet, restful, fat pillows!
21–28 Aug
Tiny home in Linville
4.99 out of 5 average rating, 593 reviewsThe spring house at Thistle Hollow
25 Jul – 1 Aug
Cabin in Rixeyville
4.98 out of 5 average rating, 190 reviewsCedarfield Cabin
10–17 Nov
Cottage in Midland
4.97 out of 5 average rating, 124 reviewsThe Stoney Cottage Hideaway
17–24 Nov
Home in Madison
4.96 out of 5 average rating, 134 reviewsSpacious Shenandoah Home on 35 Private Acres
29 Jul – 5 Aug
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