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Holiday Rentals in Boston

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Our top choices for Boston holiday rentals

1. Whispering Waters Cabin by The Creek

Whispering Waters Cabin by The Creek
Fairview
10.0 out of 10, Exceptional, (145 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 €173
includes taxes & fees
16 Nov - 17 Nov
Whispering Waters Cabin by The Creek

2. TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres
Franklin
9.6 out of 10, Exceptional, (43 reviews)
"Secluded, clean, had everything we needed, fun games for the kids, nice view from the porch"
United States
Brian W.
The price is €278
includes taxes & fees
30 Nov - 1 Dec
TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

3. 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, (73 reviews)
"We absolutely loved our stay! The beds were amazing and we truly enjoyed it. Would definitely stay here again!"
United States
Mary J.
The price is €203
includes taxes & fees
5 Nov - 6 Nov
Airstream RV - Close to Nashville, yet tucked away from the bustle

4. 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

5. 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 €301
includes taxes & fees
30 Nov - 1 Dec
Franklin Cottage: Walk to coffee shop Pets allowed

6. King Suite Highland House of Historic Franklin

King Suite Highland House of Historic Franklin
Franklin
9.4 out of 10, Exceptional, (28 reviews)
"Thank you sir extending our stay! It’s such a nice, cozy home."
United States
Rika V.
King Suite Highland House of Historic Franklin

7. 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.
Quiet cottage near the heart of Downtown Franklin, TN

8. Updated 2BR | Safe, Central Location

Updated 2BR | Safe, Central Location
Spring Hill
8.8 out of 10, Excellent, (18 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 €266
includes taxes & fees
1 Dec - 2 Dec
Updated 2BR | Safe, Central Location

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

10. King Bed |Smoking |Columbia

King Bed |Smoking |Columbia
Columbia
10.0 out of 10, Exceptional, (138 reviews)
"Enjoyed checking out local attractions nearby, Polk House was an easy visit from here!"
United States
Anonymous traveller
King Bed |Smoking |Columbia

11. 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.
Charming Bunkhouse at Dark Horse Retreat

12. 5Min to Downtown Franklin/Pet Friendly/Fenced Yard

5Min to Downtown Franklin/Pet Friendly/Fenced Yard
Franklin
9.4 out of 10, Exceptional, (3 reviews)
"Our trip was to explore Franklin, Tn. This adorable house was 5 to 10 minutes from downtown and great restaurants. It was clean and comfortable. Gretchen was helpful and great to work with"
United States
Donna G.
5Min to Downtown Franklin/Pet Friendly/Fenced Yard

13. Private Wooded Guest House - Franklin/Brentwood

Private Wooded Guest House - Franklin/Brentwood
Franklin
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! The property was cozy, peaceful, and tucked away, making it a perfect place to relax and unwind. You can tell a lot of thought and care went into the space. We also really appreciated the welcoming and inclusive atmosphere the owners promote, making it feel like a place where people from all walks of life are welcome. Overall, a great experience, and we would absolutely recommend staying here!"
United States
Christopher
Private Wooded Guest House - Franklin/Brentwood

14. 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.
Newly Renovated Charming Little Leiper's Cottage

15. Pasture Bedtime - Great Location!

Pasture Bedtime - Great Location!
Franklin
9.0 out of 10, Wonderful, (13 reviews)
"Easy check-in and checkout. Tidy space. Pleasant walk into downtown Franklin."
United States
Wynter E.
Pasture Bedtime - Great Location!

16. 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
One-Level 3BR, Yard & Firepit

17. 2 BR Highland House of Historic DWTN Franklin

2 BR Highland House of Historic DWTN Franklin
Franklin
9.2 out of 10, Wonderful, (77 reviews)
"This was a fabulous location close to so many things to do. It was wonderfully laid out and very comfortable."
United States
Allison S.
2 BR Highland House of Historic DWTN Franklin

18. Adorable 1BR Apt. w/ KING bed 1 m. to square!

Adorable 1BR Apt. w/ KING bed 1 m. to square!
Columbia
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic place. Very charming and good location would stay again."
United States
Brooks R.
Adorable 1BR Apt. w/ KING bed 1 m. to square!

19. 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

20. Stonebrook Hollow Cabin

Stonebrook Hollow Cabin
Bon Aqua
9.6 out of 10, Exceptional, (8 reviews)
"We had a wonderful time, it was the perfect quiet weekend away."
United States
Maggie M.
The price is €188
includes taxes & fees
8 Nov - 9 Nov
Stonebrook Hollow Cabin
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 €240 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 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.