Boston Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Boston vacation rentals

Exterior detail

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)
"Great tiny home by the owner’s house. Beautiful area (but not super convenient to shopping or restaurants). I thought it was great."
United States
John Mark
The price is ￥14,191
￥36,242 total
includes taxes & fees
Jun 5 - Jun 6
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Interior

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, (20 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is ￥21,499
￥33,199 total
includes taxes & fees
Jun 16 - Jun 17
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Dining

Completely private suite with tub,kitchen, living room, & private entrance

Completely private suite with tub,kitchen, living room, & private entrance
Washington
10.0 out of 10, Exceptional, (20 reviews)
"Short walk to Inn at Little Washington and Pattyo's which we didn't realize and a reasonable way to drive Skyline Drive and visit in Ruckersville. Host was very helpful. "
United States
David
The price is ￥25,162
￥42,404 total
includes taxes & fees
Jun 1 - Jun 2
Completely private suite with tub,kitchen, living room, & private entrance
Exterior

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (52 reviews)
"Great get away for the family. Quiet and relaxing. "
United States
Darla
The price is ￥24,128
￥56,074 total
includes taxes & fees
Jun 1 - Jun 2
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Property grounds

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (325 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is ￥27,952
￥48,022 total
includes taxes & fees
Jun 18 - Jun 19
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Interior

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (79 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is ￥20,904
￥49,770 total
includes taxes & fees
May 31 - Jun 1
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Terrace/patio

River Access Cabin w Hot Tub, Deck, Grill, & Wifi

River Access Cabin w Hot Tub, Deck, Grill, & Wifi
Luray
8.6 out of 10, Excellent, (27 reviews)
"As it is described. Clean and peaceful. "
United States
Anna A.
The price is ￥25,267
￥48,876 total
includes taxes & fees
Jun 2 - Jun 3
River Access Cabin w Hot Tub, Deck, Grill, & Wifi
House (3 Bedrooms) | Front of property

Deck & Pasture Views! Bealeton Farmhouse Escape

Deck & Pasture Views! Bealeton Farmhouse Escape
3.0 star property
Bealeton
The price is ￥15,607
￥73,709 total
includes taxes & fees
Jun 23 - Jun 24
Deck & Pasture Views! Bealeton Farmhouse Escape
Outdoor spa tub

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
9.6 out of 10, Exceptional, (15 reviews)
"King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine."
United States
Joyce F.
The price is ￥15,553
￥43,276 total
includes taxes & fees
May 31 - Jun 1
Stargaze from Hot Tub Pet-Friendly Mtn Cabin
TV, fireplace, DVD player, books

Deck & Pasture Views! Bealeton Farmhouse Escape

Deck & Pasture Views! Bealeton Farmhouse Escape
Bealeton
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home situated in a rural area. Bedding was very cozy! "
United States
Gerrie S.
The price is ￥14,014
￥73,015 total
includes taxes & fees
Jun 23 - Jun 24
Deck & Pasture Views! Bealeton Farmhouse Escape
Terrace/patio

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
The price is ￥22,789
￥44,633 total
includes taxes & fees
Jun 7 - Jun 8
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is ￥25,082
￥45,584 total
includes taxes & fees
Jun 4 - Jun 5
The Cabin at the Lake
Smart TV

Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (44 reviews)
"Everything was great"
United States
Lori Anne
The price is ￥19,349
￥37,145 total
includes taxes & fees
May 31 - Jun 1
Cozy 1BR Apt Minutes From Skyline Drive!!
Exterior

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, (16 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 ￥12,899
￥17,740 total
includes taxes & fees
Jun 10 - Jun 11
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Smart TV, fireplace

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Luray
10.0 out of 10, Exceptional, (63 reviews)
"Great get away for the family of 5!"
United States
David R.
The price is ￥46,581
￥87,494 total
includes taxes & fees
Jun 1 - Jun 2
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Interior

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Warrenton
10.0 out of 10, Exceptional, (9 reviews)
"I love staying here! It's cozy and comfortable and in a perfect location. "
United States
Jenny D.
The price is ￥26,276
￥42,297 total
includes taxes & fees
Jun 7 - Jun 8
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (16 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 ￥22,136
￥39,227 total
includes taxes & fees
Jun 29 - Jun 30
Historic Madison Eagle Inn
Property grounds

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, (19 reviews)
"Very kind and welcoming host. The house was so adorable. My kid already wants to book another stay! "
United States
Susie S.
The price is ￥16,490
￥62,899 total
includes taxes & fees
Jun 14 - Jun 15
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE
Living area

Shenandoah Valley Yurt

Shenandoah Valley Yurt
Stanley
9.4 out of 10, Exceptional, (10 reviews)
"So amazing "
United States
Krystin F.
The price is ￥16,198
￥35,635 total
includes taxes & fees
Jun 2 - Jun 3
Shenandoah Valley Yurt
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
10.0 out of 10, Exceptional, (364 reviews)
"It was exactly what we needed, out of the way and in nature, but close to beautiful attractions and grocery stores "
United States
Aaron A.
The price is ￥25,719
￥45,079 total
includes taxes & fees
Jun 7 - Jun 8
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Boston Hotel Reviews

Hillside

Hillside

10/10 Excellent
"Quiet, clean, easy check in, cute room. Location perfect close to the skyline drive. Free easy parking. Nice Beds but a bit noisy when you have someone who moves a lot. Loud A/C."
Dominique 1-night trip
Posted 9 hours ago
Hillside

Find out more about Boston

Search for holiday rentals in Boston on Expedia! You can easily find your home rentals, villas, holiday apartments in Boston using one of the methods below:

  • View our selection of featured holiday rentals in Boston
  • Use the map to find apartments and other holiday homes in the Boston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Boston while they last

Look no further and take a look at our great range of rental properties in Boston!

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?

Manor House, Spring Haven Farm: Visitors give good reviews to this Boston vacation home rental, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Lake Pelham 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.