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Holiday Rentals in Boston

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Our top choices for Boston holiday rentals

1. Newly Renovated Charming Little Leiper's Cottage

Newly Renovated Charming Little Leiper's Cottage
Franklin
10.0 out of 10, Exceptional, (60 reviews)
"Great place "
United States
George P.
Newly Renovated Charming Little Leiper's Cottage

2. The Brigadoon Cottage in Leipers Fork, Walk to the Village, Sleeps 8, Deck Views

The Brigadoon Cottage in Leipers Fork, Walk to the Village, Sleeps 8, Deck Views
Franklin
9.6 out of 10, Exceptional, (71 reviews)
"Sweet historic cozy! "
United States
Julia M.
The price is €444
includes taxes & fees
15 Oct - 16 Oct
The Brigadoon Cottage in Leipers Fork, Walk to the Village, Sleeps 8, Deck Views

3. Charming 2-bedroom 2 bath house in Leiper's Fork

Charming 2-bedroom 2 bath house in Leiper's Fork
Franklin
9.8 out of 10, Exceptional, (12 reviews)
"The house was clean, the area was perfect, would definitely stay again."
United States
Andrew W.
Charming 2-bedroom 2 bath house in Leiper's Fork

4. TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres
Franklin
9.8 out of 10, Exceptional, (41 reviews)
"Secluded, clean, had everything we needed, fun games for the kids, nice view from the porch"
United States
Brian W.
The price is €239
includes taxes & fees
22 Sept - 23 Sept
TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

5. Whispering Waters Cabin by The Creek

Whispering Waters Cabin by The Creek
Fairview
10.0 out of 10, Exceptional, (140 reviews)
"The cabin was so awesome and I’m super glad there wasn’t a tv as I got to really spend time with my loved ones. Stuart was awesome and a very gracious host. Will definitely be staying again at this wonderful little slice of heaven."
United States
Joshua
The price is €188
includes taxes & fees
29 Sept - 30 Sept
Whispering Waters Cabin by The Creek

6. History Meets Luxury - Dreamy Sweeney Cottage

History Meets Luxury - Dreamy Sweeney Cottage
Franklin
10.0 out of 10, Exceptional, (82 reviews)
"Absolutely loved staying here. The place was perfect for my wife and me and our weekend getaway to the Franklin area. Very convenient to everything locally. We will definitely stay again…hopefully even longer next time!"
United States
Kyle T.
The price is €526
includes taxes & fees
21 Sept - 22 Sept
History Meets Luxury - Dreamy Sweeney Cottage

7. Airstream RV - Close to Nashville, yet tucked away from the bustle

Airstream RV - Close to Nashville, yet tucked away from the bustle
THOMPSONS STATION
10.0 out of 10, Exceptional, (68 reviews)
"We absolutely loved our stay! The beds were amazing and we truly enjoyed it. Would definitely stay here again!"
United States
Mary J.
Airstream RV - Close to Nashville, yet tucked away from the bustle

8. Thors Cottage at Hidden Gem Farm-Sleeps 5

Thors Cottage at Hidden Gem Farm-Sleeps 5
Spring Hill
Thors Cottage at Hidden Gem Farm-Sleeps 5

9. The Gardenia Suites in The Heart of Spring Hill-A

The Gardenia Suites in The Heart of Spring Hill-A
Spring Hill
9.4 out of 10, Exceptional, (3 reviews)
"My stay was alright. Quiet. Acoomodations were rather old,but with modern upgrades. I was a bit surprised that there was no body lotion provided. And, there needs to be a standlamp for reading behind the chair closest to the door. Otherwise, convenient location. Comfortable. Easy parking. Quiet neighborhood."
United States
Daniel
The Gardenia Suites in The Heart of Spring Hill-A

10. A Hop, Skip and a Jump to it All!

A Hop, Skip and a Jump to it All!
Columbia
10.0 out of 10, Exceptional, (81 reviews)
"Great property. Close to lots of activities."
United States
Steve H.
The price is €266
includes taxes & fees
20 Sept - 21 Sept
A Hop, Skip and a Jump to it All!

11. Studio Home, Walk to Downtown Franklin, Pets with fee, Veteran Owned

Studio Home, Walk to Downtown Franklin, Pets with fee, Veteran Owned
Franklin
10.0 out of 10, Exceptional, (308 reviews)
"Enjoyed our stay"
United States
Diana N.
The price is €327
includes taxes & fees
22 Sept - 23 Sept
Studio Home, Walk to Downtown Franklin, Pets with fee, Veteran Owned

12. The Gardenia Suites ™ - Suite B ~ Country feel in the heart of Spring Hill.

The Gardenia Suites ™ - Suite B ~ Country feel in the heart of Spring Hill.
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"This was a cute and comfy place to stay. It is very clean, in a convenient area of town and works well if you are not in need of a place where you can make your own meals. The kitchenette is very basic, with just a microwave, coffee maker, and mini fridge but everything was set up nicely. It was quiet and enjoyable!"
United States
Kelci B.
The price is €189
includes taxes & fees
20 Sept - 21 Sept
The Gardenia Suites ™ - Suite B ~ Country feel in the heart of Spring Hill.

13. Whimsical Gatehouse at Dark Horse Retreat

Whimsical Gatehouse at Dark Horse Retreat
Franklin
10.0 out of 10, Exceptional, (74 reviews)
"This was the perfect location and setting for our stay. The property is beautiful and convenient to the places we wanted to visit. Austin and Emily were engaging and made us feel like family from the time we stepped onto the grounds. We will definitely visit again!"
United States
Laurie M.
The price is €243
includes taxes & fees
22 Sept - 23 Sept
Whimsical Gatehouse at Dark Horse Retreat

14. Quiet cottage near the heart of Downtown Franklin, TN

Quiet cottage near the heart of Downtown Franklin, TN
Franklin
10.0 out of 10, Exceptional, (66 reviews)
"Great space. Very clean and in a perfect area. Will definitely stay here again."
United States
Tracy S.
The price is €238
includes taxes & fees
22 Sept - 23 Sept
Quiet cottage near the heart of Downtown Franklin, TN

15. Updated 2BR | Safe, Central Location

Updated 2BR | Safe, Central Location
Spring Hill
8.8 out of 10, Excellent, (17 reviews)
"The location and space was exactly what we needed for our quick visit to see family and friends."
United States
Joy C.
The price is €271
includes taxes & fees
21 Sept - 22 Sept
Updated 2BR | Safe, Central Location

16. Quiet Duplex Near Downtown, Pets Welcome

Quiet Duplex Near Downtown, Pets Welcome
Franklin
10.0 out of 10, Exceptional, (23 reviews)
"Quiet and safe neighborhood. Clean little home, Great place for me and my dog. Easy access to downtown Franklin"
United States
Jerri Lynne
The price is €277
includes taxes & fees
22 Sept - 23 Sept
Quiet Duplex Near Downtown, Pets Welcome

17. Mule Town Cottage, Historic Columbia TN. 3BR/2BA

Mule Town Cottage, Historic Columbia TN. 3BR/2BA
Columbia
10.0 out of 10, Exceptional, (33 reviews)
"The cottage was clean comfortable and quiet. Our host Darrell was very accommodating and welcoming."
United States
Brenda
Mule Town Cottage, Historic Columbia TN. 3BR/2BA

18. Franklin Cottage: Walk to coffee shop Pets allowed

Franklin Cottage: Walk to coffee shop Pets allowed
Franklin
9.8 out of 10, Exceptional, (47 reviews)
"Good location and comfortable lodging."
United States
Holly C.
The price is €296
includes taxes & fees
23 Sept - 24 Sept
Franklin Cottage: Walk to coffee shop Pets allowed

19. Scarlett Scales Cottage in Downtown Franklin

Scarlett Scales Cottage in Downtown Franklin
Franklin
9.6 out of 10, Exceptional, (32 reviews)
"Very clean. Great location. Lots of space to move about. Beds comfortable"
United States
Bucky G.
Scarlett Scales Cottage in Downtown Franklin

20. Battlefield Bungalow- Walk to Pickleball & Downtown!

Battlefield Bungalow- Walk to Pickleball & Downtown!
Franklin
10.0 out of 10, Exceptional, (80 reviews)
"We had a wonderful stay at the Battlefield Bungalow. The house was so nice and the location was perfect! "
United States
Allison S.
The price is €361
includes taxes & fees
21 Sept - 22 Sept
Battlefield Bungalow- Walk to Pickleball & Downtown!
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, apart-hotels, 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 €188 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 holiday rentals 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.

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

Music City Manor Estate Backyard picnics -Reading Retreats -Romance Refresh : This holiday home rental outside of Boston is located next to a golf course, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 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 balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Boston?

While exploring the area, visit family-friendly sights like McLemore Park, or get outside and enjoy nature at Thompson's Station Park. Fox & Locke and Westhaven Golf Club are a couple of places you'll find in the wider area.

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 extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.