Boston Holiday Rentals

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Our top choices for Boston holiday rentals

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
9.6 out of 10, Exceptional, (8 reviews)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
The price is NZ$384
includes taxes & fees
16 Apr - 17 Apr
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

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, (74 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is NZ$531
includes taxes & fees
12 Apr - 13 Apr
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (48 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is NZ$493
includes taxes & fees
13 Apr - 14 Apr
The Cabin at the Lake

Historic 2-Bedroom in Old Town Warrenton, Virginia

Historic 2-Bedroom in Old Town Warrenton, Virginia
Warrenton
9.8 out of 10, Exceptional, (64 reviews)
"The apartment was extremely nice. Everything that was needed for a great stay. I would definitely stay there again."
United States
Tommy N.
The price is NZ$385
includes taxes & fees
22 Apr - 23 Apr
Historic 2-Bedroom in Old Town Warrenton, Virginia

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 NZ$461
includes taxes & fees
12 Apr - 13 Apr
Stargaze from Hot Tub Pet-Friendly Mtn Cabin

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, (16 reviews)
"Fantastic property in a really cool location!"
United States
Eric D.
The price is NZ$355
includes taxes & fees
14 Apr - 15 Apr
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

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, (16 reviews)
"We enjoyed our two night stay. We had plenty of space for our family to relax. The location was perfect for exploring luray caverns and the town. "
United States
Chelsea F.
The price is NZ$570
includes taxes & fees
13 Apr - 14 Apr
NEW Colorful Cottage + Hot Tub + Pets + 15 min to LAKE

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (14 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 NZ$430
includes taxes & fees
13 Apr - 14 Apr
Historic Madison Eagle Inn

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.2 out of 10, Wonderful, (10 reviews)
"This was a cute little rustic stay- we loved how private the location was and how close it was to Old Rag- very convenient. "
United States
Trudy H.
The price is NZ$191
includes taxes & fees
13 Apr - 14 Apr
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

"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, (320 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is NZ$474
includes taxes & fees
14 Apr - 15 Apr
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (351 reviews)
"Wonderful getaway!"
United States
Samantha T.
The price is NZ$474
includes taxes & fees
14 Apr - 15 Apr
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Luray
10.0 out of 10, Exceptional, (21 reviews)
"Great location. Amenities were great and place was nice."
United States
YOUNESS B.
The price is NZ$761
includes taxes & fees
15 Apr - 16 Apr
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Lookout Cabin in the mountains, Amazing Views!

Lookout Cabin in the mountains, Amazing Views!
Page County
9.8 out of 10, Exceptional, (37 reviews)
"Nice cabin for Holliday getaway. great views"
United States
Raymond F.
The price is NZ$681
includes taxes & fees
15 Apr - 16 Apr
Lookout Cabin in the mountains, Amazing Views!

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, (19 reviews)
"Very nice well kept property"
United States
Anonymous traveller
The price is NZ$342
includes taxes & fees
13 Apr - 14 Apr
Completely private suite with tub,kitchen, living room, & private entrance

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.4 out of 10, Exceptional, (47 reviews)
"Beautiful views great host great time!"
United States
Dakota P.
The price is NZ$591
includes taxes & fees
14 Apr - 15 Apr
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.8 out of 10, Exceptional, (43 reviews)
"Love that my pet was welcome. Very quiet location and felt like home. "
United States
Theresa S.
Cozy 1BR Apt Minutes From Skyline Drive!!

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, (41 reviews)
"Amazing stay in Luray, VA. House was very clean and up kept "
United States
Shedrick J.
The price is NZ$569
includes taxes & fees
12 Apr - 13 Apr
Spacious 3BR Townhome Near Luray Caverns & Shenandoah, Family & Pet-Friendly

Dreamy Couples Cabin With Hot Tub And Fire Pit

Dreamy Couples Cabin With Hot Tub And Fire Pit
Luray
9.2 out of 10, Wonderful, (11 reviews)
"It was a great stay. I would definitely recommend. It’s very close to Luray Caverns and the property is more secluded than a lot of other places I have stayed in The Valley. "
United States
Tony M.
The price is NZ$594
includes taxes & fees
14 Apr - 15 Apr
Dreamy Couples Cabin With Hot Tub And Fire Pit

The White Pine Loft: Perfect for Couples!

The White Pine Loft: Perfect for Couples!
Stanley
9.8 out of 10, Exceptional, (74 reviews)
"We were impressed how everything was clean and orderly!"
United States
Diane B.
The price is NZ$463
includes taxes & fees
12 Apr - 13 Apr
The White Pine Loft: Perfect for Couples!

"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, (359 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 NZ$509
includes taxes & fees
22 Apr - 23 Apr
"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.
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Top Boston Hotel Reviews

Find out more about Boston

Everything you need to know about Boston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Boston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston holiday rentals we have selected for you start as low as NZ$191 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston holiday 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 holiday.

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 holiday rental in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay. Boston is known for its restaurants and parks.

What are some of the best holiday rentals that Boston has to offer?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This holiday home rental outside of Boston is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Boston?

Expedia has 3 holiday 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 wider area, you’ll find Lake Pelham and Old Rag Mountain.

What are holiday rentals like in Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston. Holiday rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.