Boston holiday homes

We found 192 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Boston to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Boston

Showing deals for:11 Dec - 18 Dec

Gracie wishing she could be a guest in the retreat!
Interior
Newly installed kitchen
Living room area
Exceptional
(26 reviews)

Beautiful, Relaxing Farm Retreat with amazing grounds

Spring Hill

7% off
NZ$3,085
for 7 nights, 1 cottage
NZ$441 per night
includes taxes & fees
Beautiful, Relaxing Farm Retreat with amazing grounds
Ranch House Double Kitchen
Family Room
Ranch House Front Porch with Rockers
Ranch House dining room - Seats 12
Exceptional
(25 reviews)

The Homestead at GratiDude Ranch

Franklin

7% off
NZ$11,089
for 7 nights, 1 home
NZ$1,584 per night
includes taxes & fees
The Homestead at GratiDude Ranch
Rustic cabin fireplace with stone, a cozy and inviting space to relax
Welcoming cabin entrance with a sturdy wood door and cozy, rustic accents.
Cabin porch with a view of the woods, a peaceful and relaxing outdoor space.
Unique cabin staircase with handcrafted wood railings, a rustic focal point.
Exceptional
(41 reviews)

TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres

Franklin

8% off
NZ$3,040
for 7 nights, 1 cabin
NZ$434 per night
includes taxes & fees
TRAILS & TRANQUILITY - Cozy Cabin on 30 Acres
Family room
Private kitchen
Interior
Family/living room
Exceptional
(62 reviews)

Family friendly deluxe home with a stunning view of mountains near Franklin, TN

Thompson's Station

7% off
NZ$11,260
for 7 nights, 1 home
NZ$1,609 per night
includes taxes & fees
Family friendly deluxe home with a stunning view of mountains near Franklin, TN
Living area
Room
Property grounds
Living area
Exceptional
(42 reviews)

Lyric Guesthouse at GratiDude Ranch - Riverside in Leiper's Fork

Fairview

8% off
NZ$2,528
for 7 nights, 1 room
NZ$361 per night
includes taxes & fees
Lyric Guesthouse at GratiDude Ranch - Riverside in Leiper's Fork
Relax in our living room by the fire while enjoying a TV show.
Front of house
The kitchen is fully stocked with updated appliances and cookware.
Pop some popcorn, open a glass of wine, and relax after a day of fun!
Exceptional
(8 reviews)

Family FUN! Luxury Touches, Mini Golf, Firepit, Fully Loaded

Thompson's Station

7% off
NZ$4,005
for 7 nights, 1 home
NZ$572 per night
includes taxes & fees
Family FUN! Luxury Touches, Mini Golf, Firepit, Fully Loaded
55" Sony Smart TV
Property grounds
The living room adjoins a music room.
Big, wide steps great for playing music, relaxing and group photos
Exceptional
(132 reviews)

Daffodil Hollow Songwriter & Artist Retreat Cottage Leipers Fork, Natchez Trace

Primm Springs

7% off
NZ$2,101
for 7 nights, 1 home
NZ$300 per night
includes taxes & fees
Daffodil Hollow Songwriter & Artist Retreat Cottage Leipers Fork, Natchez Trace
Room
Interior
Private kitchen
Driveway entrance to your getaway
Exceptional
(128 reviews)

Mini Farmland Apartment with Free Range Chickens and a Beautiful Sunset

Thompson's Station

8% off
NZ$1,604
for 7 nights, 1 apartment
NZ$229 per night
includes taxes & fees
Mini Farmland Apartment with Free Range Chickens and a Beautiful Sunset
Living area
Summer at the Ridge.
Private kitchen
Living area
Exceptional
(329 reviews)

Timber Ridge Cabin Apartment, Forested Retreat Close to Natchez Trace, Franklin!

Franklin

7% off
NZ$1,796
for 7 nights, 1 apartment
NZ$257 per night
includes taxes & fees
Timber Ridge Cabin Apartment, Forested Retreat Close to Natchez Trace, Franklin!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Boston getaway

Learn about the unique charm of Boston with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Boston

Are you hoping to discover things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Boston a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Westhaven Golf Club (8.2 mi / 13.2 km)
  • King's Creek Golf Club (11.1 mi / 17.9 km)
  • Temple Hills Golf Course (13.3 mi / 21.5 km)

Exploring the natural landscape of Boston

Whether you're an adventurous traveller or just want to appreciate the scenery, Boston is a great place to get out in nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Thompson's Station Park (8 mi / 12.9 km)
  • Westhaven Lake (8.8 mi / 14.1 km)
  • McLemore Park (8.9 mi / 14.3 km)
  • The Park at Harlinsdale Farm (11.5 mi / 18.5 km)
  • Aspen Grove Park (13.6 mi / 21.8 km)
  • Bowie Nature Park (10.9 mi / 17.5 km)

Travelling to and around Boston

Fly into Nashville International Airport (BNA), the closest airport, located 28.5 mi (45.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Smyrna, TN (MQY), which is 30.5 mi (49 km) away.

Frequently asked questions

What is the best area to stay in Boston when booking a holiday rental?
When considering a holiday rental in Boston, Tennessee, one of the most appealing areas to stay is the charming neighbourhood surrounding the local parks and recreational areas. This area is known for its scenic beauty and offers easy access to outdoor activities. A popular attraction in this vicinity is the picturesque park, great for leisurely strolls and picnics, making it an ideal spot for families and nature enthusiasts alike.In terms of accommodation, you can expect a variety of properties available, ranging from cosy cottages to spacious family homes. The atmosphere is welcoming, and the neighbourhood typically features a community feel, which can enhance your holiday experience.Another highlight in this area is a local cultural centre that often hosts events and activities, providing a glimpse into the community's vibrant spirit.
What are the top attractions in Boston?
In Boston, Tennessee, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The nearby Great Smoky Mountains National Park offers stunning landscapes and numerous hiking trails, great for outdoor enthusiasts looking to explore the region's flora and fauna.For those interested in history, the Boston area is close to several historical sites and museums that delve into the rich past of Tennessee. The charming downtown area features local shops and eateries that provide a taste of Southern hospitality.Additionally, the scenic landscapes around Boston are ideal for fishing and boating, with several lakes and rivers nearby.
Are all fees included in the Boston holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Boston holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Boston with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Boston holiday homes?
You can find great discounts on holiday homes in Boston on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Boston holiday home booking on Bookabach?
To find Boston holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Boston?
A long-stay holiday home in Boston is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Boston holiday home?
Book your Boston holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Boston?
Prices for holiday homes in Boston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Boston to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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