Default HTG hotel image

Boston Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Boston holiday rentals

A modern living room with a leather sofa, a coffee table, and a dining area with a table and chairs.

1. Newly Renovated Charming Little Leiper's Cottage

Newly Renovated Charming Little Leiper's Cottage
Franklin
9.8 out of 10, Exceptional, (64 reviews)
"Incredibly charming!"
United States
Lindsay E.
The price is AU$584
includes taxes & fees
1 Nov - 2 Nov
Newly Renovated Charming Little Leiper's Cottage
A kitchen with green cabinets, a microwave, a stove, and a sink.

2. Enjoy Fall in comfort & style in Your TN Haven -Book End of Year Discounts Now

Enjoy Fall in comfort & style in Your TN Haven -Book End of Year Discounts Now
Spring Hill
10.0 out of 10, Exceptional, (74 reviews)
"Great location and the home was very clean and ready for us"
United States
Cary W.
The price is AU$636
includes taxes & fees
2 Nov - 3 Nov
Enjoy Fall in comfort & style in Your TN Haven -Book End of Year Discounts Now
A deck with a dining table set for four, surrounded by chairs, and a sofa in the background.

3. Charming Villa mins to Leipers Fork, Historic Franklin, Southall Farm & Inn.

Charming Villa mins to Leipers Fork, Historic Franklin, Southall Farm & Inn.
Franklin
10.0 out of 10, Exceptional, (32 reviews)
"Beautiful property. We had a great time!"
United States
Logan H.
The price is AU$1,337
includes taxes & fees
1 Nov - 2 Nov
Charming Villa mins to Leipers Fork, Historic Franklin, Southall Farm & Inn.
A porch with a swing, two green chairs, and a door with a 'HOWDY' mat.

4. History Meets Luxury - Dreamy Sweeney Cottage

History Meets Luxury - Dreamy Sweeney Cottage
Franklin
10.0 out of 10, Exceptional, (84 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 AU$882
includes taxes & fees
5 Nov - 6 Nov
History Meets Luxury - Dreamy Sweeney Cottage
The living room is full of character, with wood floors and comfortable seating for the whole group.

5. 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, (72 reviews)
"Sweet historic cozy! "
United States
Julia M.
The price is AU$653
includes taxes & fees
29 Oct - 30 Oct
The Brigadoon Cottage in Leipers Fork, Walk to the Village, Sleeps 8, Deck Views
A rustic cabin with a metal roof, surrounded by lush greenery and a well-maintained lawn.

6. Whispering Waters Cabin by The Creek

Whispering Waters Cabin by The Creek
Fairview
10.0 out of 10, Exceptional, (144 reviews)
"We thoroughly enjoyed our overnight stay at the cabin. It was everything that we could’ve hoped for."
United States
Joey S.
The price is AU$300
includes taxes & fees
27 Oct - 28 Oct
Whispering Waters Cabin by The Creek
A bedroom with a bed, wooden floor, ceiling fan, and a nightstand with a lamp.

7. Southall Cottage: 3bd*Serene Outdoor Space*

Southall Cottage: 3bd*Serene Outdoor Space*
Franklin
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay. HUGE yard!"
United States
Robert W.
Southall Cottage: 3bd*Serene Outdoor Space*
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden ceiling.

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

Old Hillsboro 4316-Near Leipers Fork-Sleeps 4
Franklin
10.0 out of 10, Exceptional, (3 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 AU$788
includes taxes & fees
27 Oct - 28 Oct
Old Hillsboro 4316-Near Leipers Fork-Sleeps 4
A white building with a central entrance, flanked by two symmetrical columns, and a flag at the entrance.

9. 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, (313 reviews)
"Enjoyed our stay"
United States
Diana N.
The price is AU$550
includes taxes & fees
27 Oct - 28 Oct
Studio Home, Walk to Downtown Franklin, Pets with fee, Veteran Owned
A large, multi-story wooden house with a stone foundation, multiple balconies, and string lights.

10. Charming Bunkhouse at Dark Horse Retreat

Charming Bunkhouse at Dark Horse Retreat
Franklin
10.0 out of 10, Exceptional, (61 reviews)
"We were looking for a nice weekend retreat from our busy summer, and Dark Horse checked all the boxes for us. From the time we arrived until we left, everything was perfect: clean room, peaceful setting, and a helpful host."
United States
Jim A.
The price is AU$572
includes taxes & fees
8 Nov - 9 Nov
Charming Bunkhouse at Dark Horse Retreat
A hot tub with a waterfall backdrop, a towel rack, and a safety sign.

11. NEW CABIN ~HOT TUB IN THEATER~1 QUIET ACRE ~HIKING ~FIRE PIT ~KING SUITES

NEW CABIN ~HOT TUB IN THEATER~1 QUIET ACRE ~HIKING ~FIRE PIT ~KING SUITES
Columbia
10.0 out of 10, Exceptional, (44 reviews)
"This is such a cute little place to go and just have peace and quiet :) Very well taken care of and lots of thought put into each guest! We will be staying again at some point :)"
United States
Amy D.
The price is AU$778
includes taxes & fees
27 Oct - 28 Oct
NEW CABIN ~HOT TUB IN THEATER~1 QUIET ACRE ~HIKING ~FIRE PIT ~KING SUITES
A wooden deck with chairs and a bench, surrounded by trees.

12. NEW PRIVATE Quiet Cabin~Mountain Forest View~HOT TUB~3 KING BEDS~FIRE PIT~1 ACRE

NEW PRIVATE Quiet Cabin~Mountain Forest View~HOT TUB~3 KING BEDS~FIRE PIT~1 ACRE
Columbia
10.0 out of 10, Exceptional, (19 reviews)
"Cabin was great and the kids and fiancé loved the decor!"
United States
Tim A.
The price is AU$722
includes taxes & fees
18 Nov - 19 Nov
NEW PRIVATE Quiet Cabin~Mountain Forest View~HOT TUB~3 KING BEDS~FIRE PIT~1 ACRE
A bedroom with a bed, bedside tables, a ceiling fan, a window with curtains, a rug, and a chair.

13. One-Level 3BR, Yard & Firepit

One-Level 3BR, Yard & Firepit
Spring Hill
10.0 out of 10, Exceptional, (14 reviews)
"Great property in a quiet neighborhood. Very clean and comfortable. Host was excellent. Communicated easily with us and was very helpful. I will definitely try to stay again."
United States
Brandy
The price is AU$559
includes taxes & fees
16 Nov - 17 Nov
One-Level 3BR, Yard & Firepit
A spacious living room with a flat-screen TV, a dining area with a wooden table and chairs, a kitchen with a refrigerator, and a door labeled "Franklin".

14. Franklin Cottage: Walk to coffee shop Pets allowed

Franklin Cottage: Walk to coffee shop Pets allowed
Franklin
9.8 out of 10, Exceptional, (48 reviews)
"Good location and comfortable lodging."
United States
Holly C.
The price is AU$493
includes taxes & fees
17 Nov - 18 Nov
Franklin Cottage: Walk to coffee shop Pets allowed
A house with a porch overlooking a clear lake, surrounded by trees.

15. 55 ACRE PRIVATE WATERFRONT RETREAT~HOTTUB~FISHING~KAYAK~TRAILS~FIRE PIT🔥

55 ACRE PRIVATE WATERFRONT RETREAT~HOTTUB~FISHING~KAYAK~TRAILS~FIRE PIT🔥
Columbia
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay and relax. "
United States
Daniel R.
The price is AU$679
includes taxes & fees
27 Oct - 28 Oct
55 ACRE PRIVATE WATERFRONT RETREAT~HOTTUB~FISHING~KAYAK~TRAILS~FIRE PIT🔥
A modern kitchen with teal cabinets, stainless steel appliances, and a wooden dining table with placemats.

16. 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, (68 reviews)
"Great Stay !!"
United States
Monique M.
The price is AU$379
includes taxes & fees
1 Nov - 2 Nov
Quiet cottage near the heart of Downtown Franklin, TN
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a bar stool seating area.

17. 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 AU$450
includes taxes & fees
8 Nov - 9 Nov
Updated 2BR | Safe, Central Location
A modern kitchen with a large island, a fireplace, and a dining area.

18. Scarlett Scales Cottage in Downtown Franklin

Scarlett Scales Cottage in Downtown Franklin
Franklin
9.6 out of 10, Exceptional, (35 reviews)
"This place was everything it was listed to be. Cozy and inviting. We had a group of 5 ladies and it was great to have a place we could sit and talk in comfort. Very clean. Highly recommended!"
United States
Alba R.
The price is AU$612
includes taxes & fees
27 Oct - 28 Oct
Scarlett Scales Cottage in Downtown Franklin
A bedroom with a large bed, a television mounted on the wall, and a sliding glass door leading to a garden.

19. Peaceful Private Suite with Sunset Porch Near Historic Downtown Franklin

Peaceful Private Suite with Sunset Porch Near Historic Downtown Franklin
Franklin
9.8 out of 10, Exceptional, (8 reviews)
"The host was very helpful we celebrated our 1 year wedding anniversary here and the host gave us the intimate private celebration we wanted"
United States
Yvonne O.
Peaceful Private Suite with Sunset Porch Near Historic Downtown Franklin
A covered porch with a swing seat, a door, and a brick wall with a flower basket.

20. 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 AU$286
includes taxes & fees
27 Oct - 28 Oct
The Gardenia Suites in The Heart of Spring Hill-A
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Boston Hotel Reviews

Sonesta ES Suites Nashville Brentwood

Sonesta ES Suites Nashville Brentwood

10/10 Excellent
"Nice location. I will bet back again."
Phyllis 1-night trip
Posted 1 hour ago
Sonesta ES Suites Nashville Brentwood

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 favourite 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 depend 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 AU$388 per night. Entering your travel dates in the search wizard might find you 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 Splash Pad, or get outside and enjoy nature at Thompson's Station Park. Westhaven Golf Club and Carter House 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.