Boston Holiday Rentals

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Our top choices for Boston holiday rentals

Charming 1-bedroom apartment with AC and WiFi close to old rag and local winery
9.8 out of 10, Exceptional, (6)
"Loved it, clean and as described, great farm."
United States
Trent R.
The price is NZ$193
includes taxes & fees
11 Jan - 12 Jan
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
10.0 out of 10, Exceptional, (4)
"I love staying here! It's cozy and comfortable and in a perfect location. "
United States
Jenny D.
The price is NZ$457
includes taxes & fees
14 Jan - 15 Jan
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
10.0 out of 10, Exceptional, (2)
"Amazing stay! Absolutely loved this BnB. It is a perfect secluded getaway especially for pets. No WiFi, and limited cellular service was a great way to disconnect/unplug for our stay. Plenty of great board games and cute dog treats/snacks. Definitely recommended."
United States
Nathan R.
The price is NZ$304
includes taxes & fees
21 Jan - 22 Jan
Secluded stonehouse in Marshall with walking trails and creek. Pet-friendly!
10.0 out of 10, Exceptional, (12)
"Great stay- only one night for a friends wedding in Shenandoah. Nice place to stay, no issues! "
United States
Jacquelin S.
The price is NZ$482
includes taxes & fees
21 Jan - 22 Jan
Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park
9.8 out of 10, Exceptional, (31)
"Nice spot close to Shenandoah! The kids loved all of the toys and the hot tub. The kitchen was well equipped and having coffee and a few snacks upon arrival was awesome. "
United States
Sally M.
The price is NZ$600
includes taxes & fees
21 Jan - 22 Jan
Charming 3-bedroom cabin with Moutain Views, Hottub, WiFi in Shenandoah.
9.4 out of 10, Exceptional, (3)
"We had an absolute wonderful time! It was so relaxing and the descriptions were spot on. After reading the reviews, we brought our foam mattress cover for the bed and it made a big difference. The public fishing spot near the cabin is also a boat launch spot so we had some traffic while fishing but we still caught some fish! Rivers Edge is also on the corner lot so we felt it was very private and highly recommend! The hot tub was also a perfect touch. 10/10 vacation! Thanks Tony! "
United States
Allison S.
The price is NZ$445
includes taxes & fees
20 Jan - 21 Jan
Modern Riverside Cabin w Hot Tub, Fire Pit, Kayaks
2.0 star property
10.0 out of 10, Exceptional, (3)
"This cozy cabin was nicely remodeled and decorated. Although a little tight with large dogs and little yard space, there are a lot of parks and trails to choose to walk them. The cabin is fully stocked with almost every item you could need and having the outdoor entertainment was a plus as well. Although you can't see the creek that runs right behind the cabin due to overgrowth, the sound of the creek is very relaxing. The owner, Giselle was very easy and pleasant to work with. You can tell...
United States
Tim D.
The price is NZ$741
includes taxes & fees
21 Jan - 22 Jan
Creekside Cabin~SNP~Hot Tub
9.8 out of 10, Exceptional, (89)
"Great place that works well for Rixey Manor weddings "
United States
Gregory
The price is NZ$723
includes taxes & fees
12 Jan - 13 Jan
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
10.0 out of 10, Exceptional, (32)
"Loved this cabin!! We will definitely be back. "
United Kingdom
Sarah W.
The price is NZ$651
includes taxes & fees
12 Jan - 13 Jan
Lookout Cabin in the mountains, Amazing Views!
10.0 out of 10, Exceptional, (68)
"We had a wonderful stay — the property was beautiful, spacious, and had amazing views. Everything was clean and comfortable, and we truly enjoyed our time here.Overall, it was a great experience and I’d be happy to stay again."
United States
Hana K.
The price is NZ$510
includes taxes & fees
21 Jan - 22 Jan
Skyline View: New build! A+ views! Spacious!
9.8 out of 10, Exceptional, (60)
"Bill’s place was great. Everything was just as described, clean, and comfortable. Bill was very kind and helpful! Awesome stay!"
United States
Joanne R.
The price is NZ$398
includes taxes & fees
10 Jan - 11 Jan
Historic 2-Bedroom in Old Town Warrenton, Virginia
2.0 star property
10.0 out of 10, Exceptional, (2)
"They thought of every detail you could think of. Truly amazing little home in the mountains. Loved it !! "
United States
JR R.
The price is NZ$637
includes taxes & fees
21 Jan - 22 Jan
Luxury Mountain Home - Shenandoah - Private Retreat

Holiday Home in Luray

Anne's Retreat
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location for hiking. Had everything we needed. "
United States
Mona D.
The price is NZ$901
includes taxes & fees
21 Jan - 22 Jan
Anne's Retreat
9.8 out of 10, Exceptional, (16)
"Beautifully situated, peaceful and functional "
United States
Denise P.
The price is NZ$409
includes taxes & fees
19 Jan - 20 Jan
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
9.6 out of 10, Exceptional, (71)
"Very relaxing and quiet. Nice getaway."
United States
Anonymous traveller
The price is NZ$542
includes taxes & fees
9 Jan - 10 Jan
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
10.0 out of 10, Exceptional, (4)
"Lovely cabin in the foothills which was perfect for my sons and I. The hot tub was a hit. "
United States
PaulAbby L.
The price is NZ$521
includes taxes & fees
11 Jan - 12 Jan
New/MountainViews/Rustic/HotTub
10.0 out of 10, Exceptional, (14)
"Thank you so much for a great stay. It is an outstanding house in a great location. Close to all local restaurants and activities."
United States
Scott H.
The price is NZ$654
includes taxes & fees
10 Jan - 11 Jan
Cozy Farmhouse by Shenandoah with Mountain Views

Cabin in Madison

The Cabin at the Lake
9.8 out of 10, Exceptional, (45)
"Such a lovely and peaceful location. The proximity to Early Mountain Winery was perfect."
United States
Randy D.
The price is NZ$499
includes taxes & fees
12 Jan - 13 Jan
The Cabin at the Lake
10.0 out of 10, Exceptional, (2)
"This was a perfect rental with everything you might need especially if you want to cook your meals. It’s clean, quiet, and comfy. We would book again if in the area. "
United States
April D.
The price is NZ$686
includes taxes & fees
13 Jan - 14 Jan
Mountain Cabin w Hot Tub, Deck, Grill & Fire Pit
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$453 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?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: 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 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.