Boston Holiday Rentals

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Holiday Rentals in Boston

Cabin in Stanley

8.8 out of 10, Excellent, (42)
"Location and views were lovely. Our dog loved the space to explore. One of the best dog friendly stays we’ve had! "
United States
Samantha R.
Private Mountaintop Cabin w/ Views! (Pet Friendly)

Cabin in Rileyville

10.0 out of 10, Exceptional, (349)
"We had a great time and can't wait to return"
United States
Jacqueline B.
The price is AU$367
includes taxes & fees
4 Dec - 5 Dec
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Cabin in Rileyville

10.0 out of 10, Exceptional, (339)
"Excellent experience! The cabin was great, the location was great, the sights and people were great!"
United States
Tom A.
The price is AU$367
includes taxes & fees
4 Dec - 5 Dec
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Cabin in Rileyville

10.0 out of 10, Exceptional, (317)
"We absolutely loved Sundance! Perfect property for a couple wanting to reconnect. Great location and amenities were outstanding. I would highly recommend it."
United States
Anthony V.
The price is AU$369
includes taxes & fees
7 Dec - 8 Dec
"Sundance" Spectacular Views on 54 Acres along Shenandoah River w/ Hot Tub

Cabin in Luray

9.8 out of 10, Exceptional, (138)
"Second year staying here. Love the area and the cabin."
United States
Scott C.
Beautiful Private Cabin, adjacent to the National Forest

Cabin in Luray

9.6 out of 10, Exceptional, (70)
"Check in was easy and I loved that they used my last four of my phone as the door code- made it easy to remember!"
United States
Kathy M.
The price is AU$484
includes taxes & fees
9 Dec - 10 Dec
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Cabin in Luray

9.8 out of 10, Exceptional, (254)
"Great location and very private!"
United States
Katherine
Beautiful River Front Cabin with Mountain views

Cabin in Luray

2.0 star property
10.0 out of 10, Exceptional, (45)
"Great stay! "
United States
Kristen F.
The price is AU$892
includes taxes & fees
14 Dec - 15 Dec
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Cabin in Bentonville

10.0 out of 10, Exceptional, (9)
Shenandoah Getaway Cabin - Hot Tub, Sauna, Fire Pit & Forest Views. Near Hiking

Cabin in Luray

9.2 out of 10, Wonderful, (11)
"Nice, clean little cabins with lots of amenities. Just a heads up, there's no cell service, so make sure you write down the code for the lockbox before you arrive. "
United States
Tabatha d.
Adorable river front cabin ,with hot tub on the River

Cabin in Rileyville

9.8 out of 10, Exceptional, (305)
"Great location and very clean."
United States
Debbie G.
Falling Leaf Cabin - Rustic Charm With Modern Decor!

Cabin in Luray

9.6 out of 10, Exceptional, (185)
"Wonderful stay, beautiful place"
United States
Shannon C.
Beautifully appointed log cabin features mountain views, river, trails, WiFi

Cabin in Rileyville

9.4 out of 10, Exceptional, (150)
"We had a wonderful and relaxing time at Mountain Moonshine Retreat. The house was clean, the view was spectacular, and the pool was a bonus. We hope to stay there again in the future."
United States
Thomas S.
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

Cabin in Page County

9.8 out of 10, Exceptional, (29)
"Charming, picturesque, cozy!"
United States
Bill B.
The price is AU$586
includes taxes & fees
4 Dec - 5 Dec
Lookout Cabin in the mountains, Amazing Views!

Cabin in Bentonville

10.0 out of 10, Exceptional, (11)
"We loved our stay at Olive’s Mountain Getaway! It was such a cute house and only a short drive to Shenandoah National Park. The owner was very responsive and accommodating. We will definitely stay again!"
United States
Constantine L.
Cozy Mountain Cabin with Stunning Views, Modern Comforts & Fast WiFi

Cabin in Luray

9.8 out of 10, Exceptional, (86)
"Was a wonderful time. Amazing views from the cabin. "
United States
Logan A.
Cozy Couples Mountain Log Cabin #5 Hot Tub Stone Fireplace LURAY Shenandoah Park

Cabin in Rileyville

10.0 out of 10, Exceptional, (208)
"This is an amazing spot for a relaxing cabin gettaway! Hot tub with starlit sky was such a highlight. Definitely recommend staying here! "
United States
Calvin F.
Enjoy Secluded Starry Nights! Near Luray, HotTub, FastWiFi, Handicap, Fireplace

Cabin in Madison

9.8 out of 10, Exceptional, (43)
"Such a lovely and peaceful location. The proximity to Early Mountain Winery was perfect."
United States
Randy D.
The price is AU$447
includes taxes & fees
7 Dec - 8 Dec
The Cabin at the Lake

Cabin in Stanley

10.0 out of 10, Exceptional, (75)
"Property was as advertised! The only complaint I would have is the WiFi wasn’t the greatest!"
United States
Michael F.
PERFECT Couples LURAY Log Cabin #8 Hot Tub Stone Fireplace Mountain Views

Chalet in Front Royal

10.0 out of 10, Exceptional, (50)
"My wife and wanted a short and sweet trip for the weekend and this was the perfect place. Loved the views. Sunrise from the wall of windows was beautiful. Place was beautiful."
United States
Michael R.
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
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 favourite 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 depend 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 AU$367 per night. Entering your travel dates in the search wizard might find you 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 Lake Pelham. In the wider area, you’ll find Old Rag Mountain and Little Washington Winery.

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.