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Boston Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Boston vacation rentals

Exterior detail

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, (11 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is SAR 335
SAR 854 total
includes taxes & fees
24 Aug - 25 Aug
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Exterior

2. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.6 out of 10, Exceptional, (18 reviews)
"Great host. Super clean. Excellent driving directions and walking info to get to the cabin. Awesome solution for people who love camping"
United States
Patrick
The price is SAR 338
SAR 460 total
includes taxes & fees
13 Sep - 14 Sep
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Interior

3. 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, (23 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is SAR 492
SAR 769 total
includes taxes & fees
23 Aug - 24 Aug
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Dining

4. 1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.

1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.
Washington
10.0 out of 10, Exceptional, (20 reviews)
"Perfect location in town"
United States
Mona T.
The price is SAR 467
SAR 872 total
includes taxes & fees
18 Aug - 19 Aug
1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.
Smart TV

5. Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (46 reviews)
"Everything was great"
United States
Lori Anne
The price is SAR 456
SAR 888 total
includes taxes & fees
17 Aug - 18 Aug
Cozy 1BR Apt Minutes From Skyline Drive!!
Dining

6. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (18 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is SAR 484
SAR 911 total
includes taxes & fees
16 Aug - 17 Aug
Historic Madison Eagle Inn
Dining

7. New/MountainViews/Rustic/HotTub

New/MountainViews/Rustic/HotTub
Stanley
10.0 out of 10, Exceptional, (9 reviews)
"A great family getaway! "
United States
Michelle H.
New/MountainViews/Rustic/HotTub
Property grounds

8. 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 SAR 890
SAR 1,838 total
includes taxes & fees
20 Aug - 21 Aug
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Property grounds

9. NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Stanley
9.8 out of 10, Exceptional, (23 reviews)
"Super cute, bright, and colorful cottage, with a lovely view. The cottage was clean, with plenty of space to relax, and the kitchen has everything you need. The host's communication was fantastic, and the check-in process was easy. I would definitely recommend this Vrbo."
United States
Meagan M.
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Coffee/tea maker, fridge, microwave, oven

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 SAR 770
SAR 1,596 total
includes taxes & fees
13 Sep - 14 Sep
Charming 4-bedroom house in Madison centrally located!
Property grounds

11. 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, (27 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
The price is SAR 957
SAR 2,244 total
includes taxes & fees
1 Sep - 2 Sep
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Living area

12. Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful"
United States
Jennifer
The price is SAR 399
SAR 875 total
includes taxes & fees
18 Aug - 19 Aug
Shenandoah Valley Yurt
Interior

13. 37-Acre Private Cabin Retreat near Shenandoah

37-Acre Private Cabin Retreat near Shenandoah
Stanley
37-Acre Private Cabin Retreat near Shenandoah
Smart TV, table tennis, books

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

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (24 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
The price is SAR 964
SAR 2,252 total
includes taxes & fees
16 Aug - 17 Aug
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Terrace/patio

15. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (62 reviews)
"Great view and access to the lake!"
United States
Leti H.
The price is SAR 657
SAR 1,195 total
includes taxes & fees
27 Aug - 28 Aug
The Cabin at the Lake
Dining

16. 1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .

1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .
Washington
10.0 out of 10, Exceptional, (128 reviews)
"Really enjoyed the stay—great house, clean, and perfect for a relaxing weekend."
United States
Daniel R.
The price is SAR 581
SAR 1,036 total
includes taxes & fees
19 Aug - 20 Aug
1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .
Exterior

17. Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (57 reviews)
"Absolutely wonderful stay in every way!! Would definitely rent this house again!!! "
United States
Kim W.
The price is SAR 569
SAR 1,331 total
includes taxes & fees
1 Sep - 2 Sep
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Property grounds

18. Quiet suite w/ outdoor furniture

Quiet suite w/ outdoor furniture
Luray
9.0 out of 10, Wonderful, (8 reviews)
"The Legacy Inn in Luray was great! Easy to find, easy entry (with a code), within walking distance of dining and outdoor music, and an easy drive to Luray Caverns and Shenandoah National Park. Highly recommend."
United States
Robert
The price is SAR 332
SAR 629 total
includes taxes & fees
16 Aug - 17 Aug
Quiet suite w/ outdoor furniture
1 bedroom, bed sheets

19. Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......

Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......
Remington
The price is SAR 389
SAR 488 total
includes taxes & fees
24 Aug - 25 Aug
Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......
1 bedroom, WiFi, bed sheets

20. Shenandoah Valley Cottage

Shenandoah Valley Cottage
Stanley
9.0 out of 10, Wonderful, (2 reviews)
"Host was great"
United States
Jenny M.
The price is SAR 439
SAR 923 total
includes taxes & fees
27 Aug - 28 Aug
Shenandoah Valley Cottage
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

Big Meadows Lodge

Big Meadows Lodge

10/10 Excellent
"Loved the food from the lodge. Close to hiking ..."
Crystal 1-night trip
Posted less than an hour ago
Big Meadows Lodge

Frequently asked questions

Can I find a vacation rental in Boston?

Yes, you can find vacation rentals close to the most popular points of interest in Boston, or you can go with a secluded option if you're looking for a relaxing stay. Boston is known for its restaurants and parks.

What's the top vacation rental in Boston?

Shenandoah Valley Yurt: This vacation home rental outside of Boston comes with air-conditioning so you can feel at home during your trip.

How many vacation rentals are there in Boston?

Expedia has 3 vacation rentals for your stay in Boston.

What can I see and do in Boston?

While exploring the area, visit family-friendly sights like Yogi Bear's Jellystone Park, or get outside and enjoy nature at Shenandoah National Park. In the larger area, you’ll find Old Rag Mountain and Little Washington Winery.

What are vacation rentals like in Boston?

Vacation rentals are private properties you can stay in for several days or more in Boston. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.