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Holiday Homes in Boston

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Boston holiday homes

A small, single-story wooden cabin with a white-framed door and a small porch.

1. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.8 out of 10, Exceptional, (12 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
The price is AU$328
includes taxes & fees
4 Oct - 5 Oct
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
A modern kitchen with a central island, bar stools, and pendant lighting.

2. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (31 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
The price is AU$287
includes taxes & fees
6 Oct - 7 Oct
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A tent set up in a forested area with a checkered mat inside.

3. Butterfly Camp near Old Rag Mountain and Shenandoah National Park

Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Etlan
The price is AU$255
includes taxes & fees
13 Oct - 14 Oct
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
A row of white-framed windows with a balcony, a bench, and a signboard.

4. Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"The absolute nicest, cleanest Vrbo I have ever stayed at! Great communication from the host, the property did not disappoint. It was well stocked with everything needed. And very clear directions for using the property and a terrific folder with area information. Will return."
United States
Janet G.
The price is AU$700
includes taxes & fees
4 Oct - 5 Oct
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
A woman standing in a well-manicured garden with hedges and flower beds.

5. The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House

The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
Washington
10.0 out of 10, Exceptional, (22 reviews)
"Perfect location in town"
United States
Mona T.
The price is AU$351
includes taxes & fees
5 Oct - 6 Oct
The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

6. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
The price is AU$356
includes taxes & fees
4 Oct - 5 Oct
Historic Madison Eagle Inn
A log cabin interior with a wooden ceiling, a black leather sofa, white armchairs, and a rustic dining area.

7. Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
The price is AU$982
includes taxes & fees
5 Oct - 6 Oct
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A spacious living room with a high wooden ceiling, large windows, a sofa, armchairs, a coffee table, and a dining area.

8. Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (73 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
The price is AU$1,064
includes taxes & fees
5 Oct - 6 Oct
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
S'mores anyone?

9. Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (28 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
The price is AU$1,099
includes taxes & fees
27 Oct - 28 Oct
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

10. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
The price is AU$620
includes taxes & fees
4 Oct - 5 Oct
Charming 4-bedroom house in Madison centrally located!
A conservatory with a glass ceiling, wicker furniture, and potted plants.

11. The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi

The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
Washington
10.0 out of 10, Exceptional, (129 reviews)
"Really enjoyed the stay—great house, clean, and perfect for a relaxing weekend."
United States
Daniel R.
The price is AU$401
includes taxes & fees
12 Oct - 13 Oct
The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
A modern kitchen with a large island, pendant lighting, and a flat-screen TV.

12. Mint Cottage at Little Washington - a modern, spacious retreat with a view

Mint Cottage at Little Washington - a modern, spacious retreat with a view
Washington
10.0 out of 10, Exceptional, (14 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
The price is AU$681
includes taxes & fees
6 Oct - 7 Oct
Mint Cottage at Little Washington - a modern, spacious retreat with a view
A modern kitchen with white cabinetry, a built-in microwave, and a large island with a sink.

13. The Writer's Cottage - 13m to Shenandoah NP, Hot Tub, Mountain Views, EV

The Writer's Cottage - 13m to Shenandoah NP, Hot Tub, Mountain Views, EV
Luray
10.0 out of 10, Exceptional, (1 review)
"Lovely stay, convenient location to town and to the National Park. The house is well done and beautiful"
United States
Kelsey S.
The price is AU$570
includes taxes & fees
12 Oct - 13 Oct
The Writer's Cottage - 13m to Shenandoah NP, Hot Tub, Mountain Views, EV
A wooden table with a vase of flowers, two glasses, and a bottle.

14. Valley View Farmhouse · Hot Tub, Fenced Pasture

Valley View Farmhouse · Hot Tub, Fenced Pasture
Amissville
The price is AU$807
includes taxes & fees
4 Oct - 5 Oct
Valley View Farmhouse · Hot Tub, Fenced Pasture
A cozy interior with a bed, a sofa, a wooden wall, and a small table.

15. Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.8 out of 10, Exceptional, (30 reviews)
"Great place to stay with a very responsive and flexible host! Check in and check out was very easy"
United States
Ron G.
The price is AU$429
includes taxes & fees
2 Nov - 3 Nov
Shenandoah Valley Yurt
A hot tub with a view of a mountainous landscape.

16. Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets
Page County
The price is AU$483
includes taxes & fees
6 Oct - 7 Oct
Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets
Outdoor spa tub

17. Family Getaway at Cross Mountain

Family Getaway at Cross Mountain
Luray
10.0 out of 10, Exceptional, (23 reviews)
"House is beautiful and owner was very responsive !I will be booking again in the future ! "
United States
Edgar P.
The price is AU$545
includes taxes & fees
4 Oct - 5 Oct
Family Getaway at Cross Mountain
A yellow door with a 'Welcome' sign, a kitchen area with a wooden countertop and stools, and a clock on the wall.

18. Historical home, walkable to many restaurants and shops.

Historical home, walkable to many restaurants and shops.
Luray
9.8 out of 10, Exceptional, (110 reviews)
"Beautiful home with everything we needed for our stay!"
United States
Christina P.
The price is AU$399
includes taxes & fees
4 Oct - 5 Oct
Historical home, walkable to many restaurants and shops.
A row of townhouses with a central entrance, each with a garage and a small front yard.

19. Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
Luray
9.8 out of 10, Exceptional, (60 reviews)
"We had a wonderful stay. The property was very comfortable and well equipped for all of our needs. The location was close to all of our activities. Would definitely stay there again."
United States
Patricia Y.
The price is AU$406
includes taxes & fees
5 Oct - 6 Oct
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly
A compact, modern tent-style accommodation with a kitchenette, a bed, and a seating area with a view of greenery.

20. Zen Dome - Romantic Retreat + Wifi A/C + Hot Tub

Zen Dome - Romantic Retreat + Wifi A/C + Hot Tub
Luray
The price is AU$863
includes taxes & fees
8 Oct - 9 Oct
Zen Dome - Romantic Retreat + Wifi A/C + Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Boston Hotel Reviews

Skyland

Skyland

8/10 Good
"Na"
Cecil 1-night trip
Posted 11 hours ago
Skyland

Find out more about Boston

Boston Holiday Homes information

Number of reviews
599
Accommodation
242 Holiday Homes
Lowest Price
AU$255
Highest Price
AU$1,099