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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Boston vacation rentals

A modern kitchen with a central island, bar stools, and pendant lighting.

1. 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
$170 nightly
The price is $189
Oct 13 - Oct 14
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A cabin with a wooden deck, two chairs, a red door, and a window.

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

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (21 reviews)
"Hose was excellent, great communication, helpful, answered questions, even returned items inadvertently left behind. Location was great for activities around the national park and caverns."
United States
Tracy P.
$101 nightly
The price is $112
Oct 12 - Oct 13
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A small, single-story wooden cabin with a white-framed door and a small porch.

3. 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, (13 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
$216 nightly
The price is $228
Oct 18 - Oct 19
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
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.
$459 nightly
The price is $483
Oct 12 - Oct 13
Total with taxes and fees
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
A spacious living room with a high wooden ceiling, large windows, a sofa, armchairs, a coffee table, and a dining area.

5. 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.
$653 nightly
The price is $726
Oct 12 - Oct 13
Total with taxes and fees
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
S'mores anyone?

6. 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, (30 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
$696 nightly
The price is $774
Oct 12 - Oct 13
Total with taxes and fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
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, (28 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
$606 nightly
The price is $675
Nov 3 - Nov 4
Total with taxes and fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

8. 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.
$418 nightly
The price is $466
Oct 12 - Oct 13
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!
A garden with a central fountain, surrounded by neatly trimmed hedges and a brick pathway.

9. 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.
$228 nightly
The price is $246
Oct 27 - Oct 28
Total with taxes and fees
The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
A rustic outdoor seating area with a table and chairs surrounded by a forest.

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

Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Etlan
$158 nightly
The price is $175
Oct 12 - Oct 13
Total with taxes and fees
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

11. 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
$242 nightly
The price is $252
Nov 2 - Nov 3
Total with taxes and fees
Historic Madison Eagle Inn
A living room with a grey sofa, a wooden staircase, a ceiling fan, and a 'Welcome' sign on the wall.

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

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (47 reviews)
"Everything was clean, cute, and as advertised! The shower pressure"
United States
Kate O.
$222 nightly
The price is $233
Oct 12 - Oct 13
Total with taxes and fees
Cozy 1BR Apt Minutes From Skyline Drive!!
A brick pathway leading to a fountain, surrounded by neatly trimmed hedges and a variety of plants.

13. 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, (131 reviews)
"Really enjoyed the stay—great house, clean, and perfect for a relaxing weekend."
United States
Daniel R.
$259 nightly
The price is $279
Nov 2 - Nov 3
Total with taxes and fees
The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
A covered deck with blue and turquoise Adirondack chairs, a white chair, and a green doormat.

14. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (66 reviews)
"Perfect little getaway."
United States
Vernon M.
$263 nightly
The price is $292
Oct 12 - Oct 13
Total with taxes and fees
The Cabin at the Lake
A modern kitchen with a large island, pendant lighting, and a flat-screen TV.

15. 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, (15 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
$476 nightly
The price is $549
Nov 2 - Nov 3
Total with taxes and fees
Mint Cottage at Little Washington - a modern, spacious retreat with a view
A modern living room with a grey sofa, striped ottoman, and a view of a green landscape through large windows.

16. Creekside Cabin: Hot Tub, Cinema, EV Charger, Dogs

Creekside Cabin: Hot Tub, Cinema, EV Charger, Dogs
Luray
10.0 out of 10, Exceptional, (4 reviews)
"Solid location to park "
United States
Lauren E.
$410 nightly
The price is $473
Nov 3 - Nov 4
Total with taxes and fees
Creekside Cabin: Hot Tub, Cinema, EV Charger, Dogs
A hotel room with two beds, a nightstand with a globe and a plant, and a framed picture on the wall.

17. Charming Cottage w/ Incredible Views & Firepit

Charming Cottage w/ Incredible Views & Firepit
Stanley
10.0 out of 10, Exceptional, (25 reviews)
"Pet friendly. Great scenery. Hot tub. Fire pit. Very relaxing and comfortable."
United States
Laura M.
$343 nightly
The price is $383
Nov 4 - Nov 5
Total with taxes and fees
Charming Cottage w/ Incredible Views & Firepit
A garden pathway with various plants and a statue.

18. The Blenheim Suite in historic Holladay House

The Blenheim Suite in historic Holladay House
Orange
10.0 out of 10, Exceptional, (5 reviews)
"Had a weekend visit and location worked very well. Enjoyed my visit."
United States
Merrie Mac S.
$322 nightly
The price is $350
Oct 12 - Oct 13
Total with taxes and fees
The Blenheim Suite in historic Holladay House
A living room with a large window, a television, a fireplace, and a table with candles.

19. Deck & Pasture Views! Bealeton Farmhouse Escape

Deck & Pasture Views! Bealeton Farmhouse Escape
3.0 star property
Bealeton
$442 nightly
The price is $474
Oct 14 - Oct 15
Total with taxes and fees
Deck & Pasture Views! Bealeton Farmhouse Escape
A wooden cabin with a deck, outdoor seating, and a fire pit.

20. Balk Retreat/MountainViews/HotTub/Firepit

Balk Retreat/MountainViews/HotTub/Firepit
Stanley
10.0 out of 10, Exceptional, (5 reviews)
"We had a great time here. Well appointed and loved the extra touches they had for the dog and families with small kids. "
United States
Spencer P.
$314 nightly
The price is $348
Oct 21 - Oct 22
Total with taxes and fees
Balk Retreat/MountainViews/HotTub/Firepit
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

Microtel Inn & Suites by Wyndham Culpeper

Microtel Inn & Suites by Wyndham Culpeper

10/10 Excellent
"Super clean rooms, nice bathrooms - great showers - friendly staff"
Sharon 1-night trip
Posted 3 hours ago
Microtel Inn & Suites by Wyndham Culpeper

Find out more about Boston

Everything you need to know about Boston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Culpeper National Cemetery and Old Rag Mountain.

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.