Boston Vacation Rentals : Short-Term Rentals for 2025

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Vacation Rentals in Boston

CA $303 total

includes taxes & fees

Jul 31 - Aug 1

"Stephen makes everyone feel welcome and comfortable in his beautiful house. Great comfy beds, amazing back yard and great breakfasts. I have already booked for next year!"

CA $1,171 total

includes taxes & fees

Jul 21 - Jul 22

"Great place that works well for Rixey Manor weddings "

CA $572 total

includes taxes & fees

Jul 27 - Jul 28

"I have previously stayed at this location when it was operated as a bed and breakfast, this time it is only a lodging spot with complimentary drinks which was conveyed in the listing. The home is lovely and easily located in Orange, with quick access to many historical areas. While the Fenton is listed as having a bathroom, which it does, it is a tiny water closet at best. There is no standard size mirror or sink, the shower is also quite small. Overall, our stay was fine, but I did not like the...

CA $371 total

includes taxes & fees

Jul 31 - Aug 1

"an excellent option if dining at the INN"

CA $320 total

includes taxes & fees

Aug 4 - Aug 5

"We had a wonderful stay, very clean and comfortable. Right in town, can walk to everything."

CA $438 total

includes taxes & fees

Aug 4 - Aug 5

"Mint Cottage is a gem. Its spacious, beautifully furnished, and a great place to stay to explore Shenandoah National Park and its environs"

CA $600 total

includes taxes & fees

Jul 21 - Jul 22

"Loved the location, we were in town for a Wedding at Reinback Barn. Very clean and loved the bed and linens!"

CA $378 total

includes taxes & fees

Jul 21 - Jul 22

"Had a great stay at Sojourner’s Rest! It’s a great location for exploring the NP and VA countryside. The house is clean and well equipped. The views of Old Rag are priceless. Be sure to walk down to the The Country Store in Etlan! "

CA $555 total

includes taxes & fees

Jul 21 - Jul 22

"We enjoyed our stay on the farm. Check in was easy, Jen was very accommodating and a wealth of information about the hikes and other things to do in the area."

CA $283 total

includes taxes & fees

Aug 2 - Aug 3

"Loved it, clean and as described, great farm."

CA $153 total

includes taxes & fees

Jul 28 - Jul 29

"Nice place to stay for hiking."

CA $995 total

includes taxes & fees

Jul 20 - Jul 21

"This is a super nice place that is spacious, clean and comfortable.I would highly recommend!"

CA $391 total

includes taxes & fees

Jul 28 - Jul 29

"Nice, peaceful farmhouse with everything you need for a comfortable stay. Close to vineyards and quaint villages with great restaurants, however the best thing about it is its proximity to the Old Rag Mountain trailhead. If you're planning to do that hike, this home is just a short walk to the trailhead so you won't have to worry about the parking issues, and after the hike, the hot tub on the home's deck is heavenly! Wonderful place for a wonderful get away!"

CA $868 total

includes taxes & fees

Jul 20 - Jul 21

"This was a great place to stay for a change of setting. So much more fun than a hotel room. The hot tub was a nice extra and bed was super comfortable. Nice to be able to have a cup of coffee and sit outside at picnic table. Great place!"

CA $468 total

includes taxes & fees

Aug 18 - Aug 19

"This was the perfect little cabin for me and my husband. The location was perfect for us. We went to the Laray Caverns and hiked Old Rag. The owner was very helpful and has great communication! Planning another trip soon! "

CA $480 total

includes taxes & fees

Jul 27 - Jul 28

"Beautiful mountain view! The trip was nice and beautiful! I love a good cozy vibe in the mountains! Communication with property manger was very excellent customer service! "

CA $510 total

includes taxes & fees

Jul 21 - Jul 22

"This place is amazing! So clean and comfortable. Drive up to the cabin is very bumpy but so very worth it. "

CA $510 total

includes taxes & fees

Jul 21 - Jul 22

"Hideaway cabin was the perfect mountain getaway. My husband and I stayed here with our two dogs and it was so cozy and had everything we needed. The cabin was clean, and had all the essentials for cooking. The views are amazing and we loved using the wood fire stove. We took our dogs to the waterfall hike and they had a blast. Definitely recommend staying here! "

CA $525 total

includes taxes & fees

Jul 27 - Jul 28

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Everything you need to know about Boston vacation rentals

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

Boston vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston vacation rentals we have selected for you start as low as 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 vacation 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 vacation.

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 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?

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This vacation home rental outside of Boston is located on a river and has a fireplace, a balcony, and a barbecue grill 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 a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Boston?

Expedia has 4 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 Old Rag Mountain. In the larger area, you’ll find Little Washington Winery and Mary's Rock Summit Trailhead.

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.

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Boston Vacation Rentals

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Vacation Rentals in Boston

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

4BR Retreat Near Wineries, Weddings & Hiking

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Spacious room in ca. 1830 home

Charming Private Suite in Historic Colonial House – right beside from The Inn!

Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi

Mint Cottage at Little Washington - a modern, spacious retreat with a view

Historic Madison Eagle Inn

Sojourners Rest: Old Rag Views, Hot Tub, Fire Pit

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spacious Retreat with Outdoor Firepit & Large Deck

Walk to Old Rag* hot tub* 360 mountain views

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub

Zen Dome - Romantic Retreat + Wifi A/C + Hot Tub

Ridgeview Mountain Cabin

Overlook Mountain Cabin

Shenandoah Mountain Cabin

Hideaway Mountain Cabin

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