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Boston Holiday Rentals

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Our top choices for Boston holiday rentals

1. The Brigadoon Breathtaking Cottage in Leipers Fork

The Brigadoon Breathtaking Cottage in Leipers Fork
Franklin
9.6 out of 10, Exceptional, (70 reviews)
"Sweet historic cozy! "
United States
Julia M.
The price is NZ$852
includes taxes & fees
16 Sept - 17 Sept
The Brigadoon Breathtaking Cottage in Leipers Fork

2. Whispering Waters Cabin by The Creek

Whispering Waters Cabin by The Creek
Fairview
10.0 out of 10, Exceptional, (139 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 NZ$351
includes taxes & fees
8 Sept - 9 Sept
Whispering Waters Cabin by The Creek

3. Newly Renovated Charming Little Leiper's Cottage

Newly Renovated Charming Little Leiper's Cottage
Franklin
10.0 out of 10, Exceptional, (59 reviews)
"Great place "
United States
George P.
The price is NZ$620
includes taxes & fees
7 Sept - 8 Sept
Newly Renovated Charming Little Leiper's Cottage

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

Charming 2-bedroom 2 bath house in Leiper's Fork
Franklin
9.6 out of 10, Exceptional, (10 reviews)
"The house was clean, the area was perfect, would definitely stay again."
United States
Andrew W.
The price is NZ$663
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom 2 bath house in Leiper's Fork

5. Old Hillsboro 4316-Near Leipers Fork-Sleeps 4

Old Hillsboro 4316-Near Leipers Fork-Sleeps 4
Franklin
10.0 out of 10, Exceptional, (2 reviews)
"This is an older home that has clearly been updated and remodeled, but definitely keeping the vintage vibe. It has everything you need, lovely interior, great porch and patio areas. Communication with the host was easy and they were quite responsive. Would definitely stay in this home again...gives you the Leipers local feeling. Driving anywhere from there is peaceful and gorgeous.Highly recommend!"
United States
Linda H.
The price is NZ$1,029
includes taxes & fees
7 Sept - 8 Sept
Old Hillsboro 4316-Near Leipers Fork-Sleeps 4

6. TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres
Franklin
9.8 out of 10, Exceptional, (40 reviews)
"Secluded, clean, had everything we needed, fun games for the kids, nice view from the porch"
United States
Brian W.
The price is NZ$520
includes taxes & fees
22 Sept - 23 Sept
TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

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

Airstream RV - Close to Nashville, yet tucked away from the bustle
Thompson's 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. Allenbrooke Farms Glamping Tent 2

Allenbrooke Farms Glamping Tent 2
Spring Hill
The price is NZ$326
includes taxes & fees
4 Sept - 5 Sept
Allenbrooke Farms Glamping Tent 2

9. One-Level 3BR, Yard & Firepit

One-Level 3BR, Yard & Firepit
Spring Hill
10.0 out of 10, Exceptional, (12 reviews)
"Wd all enjoyed our stay."
United States
Nicole O.
The price is NZ$697
includes taxes & fees
8 Sept - 9 Sept
One-Level 3BR, Yard & Firepit

10. 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 NZ$356
includes taxes & fees
16 Sept - 17 Sept
The Gardenia Suites ™ - Suite B ~ Country feel in the heart of Spring Hill.

11. King Suite Highland House of Historic Franklin

King Suite Highland House of Historic Franklin
Franklin
9.2 out of 10, Wonderful, (25 reviews)
"This was a great property! It had a very homey feel and lovely decor. We look forward to returning to this property!"
United States
Kim F.
The price is NZ$555
includes taxes & fees
22 Sept - 23 Sept
King Suite Highland House of Historic Franklin

12. The Country Cottage of Franklin, TN

The Country Cottage of Franklin, TN
Franklin
9.8 out of 10, Exceptional, (7 reviews)
"Conveniently near places to visit and shop. Quiet neighborhood and friendly hosts."
United States
Susana R.
The Country Cottage of Franklin, TN

13. 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 price is NZ$326
includes taxes & fees
16 Sept - 17 Sept
The Gardenia Suites in The Heart of Spring Hill-A

14. 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, (306 reviews)
"Very nice spot and helpful hosts."
United States
Douglas
The price is NZ$581
includes taxes & fees
4 Sept - 5 Sept
Studio Home, Walk to Downtown Franklin, Pets with fee, Veteran Owned

15. History Meets Luxury - Dreamy Sweeney Cottage

History Meets Luxury - Dreamy Sweeney Cottage
Franklin
10.0 out of 10, Exceptional, (81 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 NZ$1,020
includes taxes & fees
8 Sept - 9 Sept
History Meets Luxury - Dreamy Sweeney Cottage

16. 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, (79 reviews)
"Great property. Close to lots of activities."
United States
Steve H.
The price is NZ$514
includes taxes & fees
16 Sept - 17 Sept
A Hop, Skip and a Jump to it All!

17. 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
Quiet Duplex Near Downtown, Pets Welcome

18. Charming Bunkhouse at Dark Horse Retreat

Charming Bunkhouse at Dark Horse Retreat
Franklin
10.0 out of 10, Exceptional, (60 reviews)
"Everything was phenomenal. Really beautiful property, such a good find! "
United States
Isabela H.
The price is NZ$562
includes taxes & fees
23 Sept - 24 Sept
Charming Bunkhouse at Dark Horse Retreat

19. Franklin Cottage: Walk to coffee shop Pets allowed

Franklin Cottage: Walk to coffee shop Pets allowed
Franklin
9.8 out of 10, Exceptional, (46 reviews)
"Good location and comfortable lodging."
United States
Holly C.
The price is NZ$554
includes taxes & fees
23 Sept - 24 Sept
Franklin Cottage: Walk to coffee shop Pets allowed

20. Pasture Bedtime - Great Location!

Pasture Bedtime - Great Location!
Franklin
9.0 out of 10, Wonderful, (11 reviews)
"The property was super cozy and in a great location!"
United States
Tanner Q.
Pasture Bedtime - Great Location!
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$351 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?

Carters Creek Cottage just minutes away from Franklin, Leipers Fork, South Hall.: This holiday home rental outside of Boston offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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. Westhaven Golf Club and Tennessee Museum of Early Farm Life 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.