Boston Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Boston

Exterior
Heaven's Hideaway- a perfect getaway on the Shenandoah River!
9.8 out of 10, Exceptional, (79)
"This is a well-kept, clean and quite getaway location. It was perfect for a couple's quick escape from the daily grind. It was perfect for the two of us and presented a very welcoming and comfortable living environment. It has a great balance that makes you feel comfortable using the amenities and simply feeling at home. Relaxing and watching a sunrise/sunset from the hot tub is simply icing on the cake. April was perhaps an idea time to visit as the foliage was not fully out it provided a...
Heaven's Hideaway- a perfect getaway on the Shenandoah River!
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
10.0 out of 10, Exceptional, (53)
"Beautiful panoramic mountain view! Cabin was very cute and clean. It sits very close to other cabins. We had some difficulty with the front door lock because the battery was low and the TV remote batteries were dead. The bed is very firm and not comfortable at all. The picture/description said there was a swing but the swing has been removed. It has 2 chairs in its place. There was no covering over it so we were unable to use it due to rain. The area is very rural, takes 30-40 minutes to get...
Cozy Log Cabin Hot Tub Stone Fireplace Mountain Views Couples Mountain Escape
Property grounds
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
9.6 out of 10, Exceptional, (151)
"We enjoyed the home but the land even more. Nature is awesome!"
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Save an average of 15% on thousands of hotels when you're signed in
Pool
"Solitude" Secluded 1 BR Cabin w/ Hot Tub near Luray, VA.
10.0 out of 10, Exceptional, (273)
"Our stay was very relaxed, the property is in a nice location, nestled in the woods, with a nice amount of lawn in the front. We enjoyed the wildlife, and explored Luray caverns and some of the Shenandoah mountains. The cabin is very simple, but sufficient, and has essentials, although a cabinet somewhere would have been convenient. Thank you for making our great week possible, it was a blessing!"
The price is NZ$546
includes taxes & fees
27 May - 28 May
"Solitude" Secluded 1 BR Cabin w/ Hot Tub near Luray, VA.
Property grounds
Mountain Views, River Frontage & HotTub + Country!
10.0 out of 10, Exceptional, (13)
"Took my kids 13 11 and 7 they had a great time at river and cooking out and s'mores over the fire and hot tub was a plus"
Mountain Views, River Frontage & HotTub + Country!
Exterior
Cozy modern cabin - the squirrel's nest
9.4 out of 10, Exceptional, (199)
"We had a great time staying at the Squirrel’s Nest. The location is secluded but still only 15 minutes away from Shenandoah. The cabin was warm & cozy and a perfect escape from everyday life. Hot tub was a plus!"
Cozy modern cabin - the squirrel's nest
Pool
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
8.0 out of 10, Very good, (72)
"We had a great time getting away and having a secluded, private and peaceful place to stay. We drove around Shenandoah’s Sky Line Dr and came back to amazing weather and spent a few hours in the hot tub. Accessing the property was easy peasy and the property manager was super quick to respond to any questions. Very relaxing, exactly what we needed! With that being said…the cleanliness was my biggest issue. The futon in the living room is red with black stains all over it, just filthy. We had...
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
Exterior
Helms Mountain Getaway with Hi Speed Internet
9.6 out of 10, Exceptional, (39)
"The only way to describe the view is to see it"
Helms Mountain Getaway with Hi Speed Internet
Property grounds
Star view cabin-Riverfront
9.8 out of 10, Exceptional, (276)
"This cabin was very comfortable and clean! The kitchen was well equipped for all our needs. The views from the inside are just as spectacular on the outside. While the house is not directly on the reiver that was okay. We figured it would be hard to find a house right on the river with amazing views of the mountains off in the distance. The walk down to the river is not bad. It takes about 7 or so minutes. I highly recommend boots or something other than standard shoes if you go before the dew...
Star view cabin-Riverfront
Lake
Above The Rivers Edge Cabin #1
9.8 out of 10, Exceptional, (152)
"Had a fantabulos time! The cabin had everything we needed."
Above The Rivers Edge Cabin #1
Property grounds
Heaven’s Oasis- Riverfront cabin with hot tub!
10.0 out of 10, Exceptional, (6)
"Property was great when we were there, the only thing that was a bummer was I think the pool pump was back flushing in the middle of the night. I think it was on a timer At 2:30 am and ran for a long time and we had to shut the windows because of the noise of running water. Also most mornings at 6:00 the pool was being filled on a timer and the pump ran for at least 4 hours at a time, so there was not much water pressure so couldn’t take a morning shower. Most windows did not have screen and the...
Heaven’s Oasis- Riverfront cabin with hot tub!
TV, fireplace, DVD player, books
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
9.0 out of 10, Wonderful, (113)
"We had a wonderful time relaxing. The cabin was perfect for us. We hiked the trails and enjoyed the Yoder's market for lunch. Friendly people all around. Definetly coming back."
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
Outdoor dining
Bear Valley- Riverfront with hot tub!
9.8 out of 10, Exceptional, (98)
"Nice break from life. The river and scenic views really made our trip nice."
Bear Valley- Riverfront with hot tub!
Exterior
Falling Leaf Cabin Secluded With Mountain View!
9.8 out of 10, Exceptional, (258)
"Very clean and linens were included which was a plus! Hot tub was so nice. We enjoyed our stay!"
Falling Leaf Cabin Secluded With Mountain View!
Property grounds
Cottage near Shenandoah NP Old Rag and White Oak Canyon
9.8 out of 10, Exceptional, (40)
"We had a great time at the sawmill cottage! Jen was a wonderful host and even gave us a tour of her farm, highly recommend! The cottage was clean and bed was comfortable. Absolutely no cell service or television, and that gave us some time to spend unplugged and play board games and watch dvds together!! Campfire area is awesome as well. Loved it, thanks Jen for the experience and helping us with maps of the area!"
Cottage near Shenandoah NP Old Rag and White Oak Canyon
Property grounds
Barney's Retreat- A peaceful, rustic, cabin right on the river with hot tub!
9.2 out of 10, Wonderful, (33)
"Time to chill in a beautiful location!"
Barney's Retreat- A peaceful, rustic, cabin right on the river with hot tub!
Exterior
Updated! Stunning country home near main street
10.0 out of 10, Exceptional, (33)
"I like that the house had everything I needed included hair dryer, condiments, paper towels, bath towels, shampoo, body wash, laundry detergent, etc. The location is convenient, just minutes away from Luray Caverns and Walmart. I especially enjoyed the stay there of the view with cows you can see from windows!"
The price is NZ$547
includes taxes & fees
30 May - 31 May
Updated! Stunning country home near main street
TV
Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.
10.0 out of 10, Exceptional, (13)
"Beautiful property for a birthday celebration. Ronnie was an excellent host!"
The price is NZ$1,478
includes taxes & fees
30 May - 31 May
Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.
Exterior
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
10.0 out of 10, Exceptional, (214)
"It was a lovely home that was equipped with everything you need. Highly recommended."
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
Fridge, microwave, stovetop, coffee/tea maker
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
9.8 out of 10, Exceptional, (65)
"Love the cabin. Comfy and very well kept. The area is quiet. After a long day hiking relaxing at the hot tub to sounds of nature was the best. Highly recommend it."
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
Don't see what you're looking for?
See all available properties in Boston
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.

Other types of properties in Boston you may be interested in

Front of property - evening/night
Skyland
2.0 star property
8.2 out of 10, Very good, (1003)
"Friendly, attentive staff both at check-in and in the restaurant. Very clean room. Plenty of parking. Very close to many of the best trails!"
The price is NZ$296
includes taxes & fees
5 Jun - 6 Jun
Skyland
Exterior
Mimslyn Inn Historic Hotels Of America
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Spacious and clean room. The bed is confortable. "
The price is NZ$381
includes taxes & fees
27 May - 28 May
Mimslyn Inn Historic Hotels Of America
Standard Room, 2 Double Beds, Non Smoking
Days Inn by Wyndham Luray Shenandoah
2.0 star property
6.2 out of 10, (1000)
"Checkin was quick and easy. Staff was friendly. We brought our dog and was only $15 for her for one night. Wish they had more food options but other than that we enjoyed our stay. "
The price is NZ$144
includes taxes & fees
30 May - 31 May
Days Inn by Wyndham Luray Shenandoah
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Boston holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Boston. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Boston. Seeing all the best attractions is bound to make you fall in love with Boston. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Boston short-term rentals, that won’t be hard to do.

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?

Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI: 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 5 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 Old Rag Mountain. In the wider area, you’ll find Little Washington Winery and Mary's Rock Summit Trailhead.

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.

Recent reviews of Boston properties
Expedia verified reviews