Holiday Rentals Boston from £49: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Boston holiday rentals

A small, single-story cabin with a metal exterior, surrounded by trees and a wooden deck.

1. One of a kind cabin in the woods. Quiet and private but close to everything.

Coxs Creek

MARLENE G.

includes taxes & fees

6 Oct - 7 Oct

A modern kitchen with dark cabinetry, a stainless steel refrigerator, a granite countertop, and a black trash bin.

2. New Downtown Luxury Townhouse in Bourbon Country

Elizabethtown

Dawn C.

includes taxes & fees

27 Sept - 28 Sept

A kitchen with white cabinets, a black refrigerator, a stove, and a dishwasher.

3. The E-Town Retreat 2BR townhouse close to Downtown

Elizabethtown

Natalie G.

includes taxes & fees

29 Sept - 30 Sept

A modern living room with a leather sofa, a coffee table, and a rustic barrel. A kitchen is visible in the background, and a 'WELCOME' sign is on the wall.

4. NEW “Bourbon on the Square” Downtown Rustic Loft

Elizabethtown

Ben S.

includes taxes & fees

25 Sept - 26 Sept

A modern kitchen with white cabinets, a black countertop, and a stainless steel refrigerator.

5. Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Radcliff

Megan H.

includes taxes & fees

28 Sept - 29 Sept

An outdoor seating area with wooden tables and chairs, a mural of clocks on the wall, and hanging plants.

6. On The Square!

Elizabethtown

Katie W.

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a central island, stainless steel appliances, and a chandelier.

7. Country Clean Cozy

Elizabethtown

Kyla C.

A cozy living room with two armchairs, a small table, and a view of a wooden deck with outdoor furniture.

8. Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting

New Haven

Beverly R.

includes taxes & fees

15 Oct - 16 Oct

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Top Boston Hotel Reviews

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

10/10 Excellent

"My wife and I were impressed with the hotel, the staff, cleanliness and clean grounds."

La Quinta Inn & Suites by Wyndham Bardstown

10/10 Excellent

"My husband and I were very impressed with our stay at La Quinta Inn in Bardstown, KY. Everything was spotless. Every staff person we encountered was friendly. There was a nice selection of hot and cold items for breakfast. It was good to have a fitness area, too. For the price we paid, we would definitely stay again if in the area."

Comfort Inn Shepherdsville - Louisville South

10/10 Excellent

"My daughters and I stayed at this hotel for the weekend for Louder than Life. The staff was so friendly and accommodating. The hotel breakfast was very hardy and filling.. which is exactly what we needed (money saver.. don't go to festivals hungry). On check out day, we got to breakfast with 10 minutes to spare, and the breakfast attendant made sure we still had plenty to eat and never bothered us while we finished. She was so nice both days actually. I will say, the carpet in the room seems a little dingy. But otherwise the rooms were clean. The fridge worked well.. the freezer even froze our ice packs each night that we needed for ADA purposes. Might want to bring your own pillow if you're particular. The pillows were lacking a bit. This was a great location in regards to the festival grounds.. If you have a vehicle. We stayed and picked up trash at the end each night to let traffic die down. only took about twenty minutes to get to the hotel. Very safe area with restaurants and nicer gas stations in walking distance. Waffle House is on this exit, too, for late night grub! Overall, this was a great choice for LTL. If we go back to Louisville, this is where we will stay. :)"

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 £49 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.

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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?

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!: This holiday home rental outside of Boston offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Kentucky Railway Museum, or get out into nature at a spot like Bernheim Arboretum and Research Forest. In the wider area, you’ll find Jim Beam American Outpost and Bardstown Art Gallery.

What’s a holiday rental in Boston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boston. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.

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Check prices for these dates

Our top choices for Boston holiday rentals

1. One of a kind cabin in the woods. Quiet and private but close to everything.

2. New Downtown Luxury Townhouse in Bourbon Country

3. The E-Town Retreat 2BR townhouse close to Downtown

4. NEW “Bourbon on the Square” Downtown Rustic Loft

5. Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

6. On The Square!

7. Country Clean Cozy

8. Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting

9. A Room Off Broadway, a prime downtown hideaway

10. 2 Queen Beds | Non-Smoking

11. The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown

12. New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

13. Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

14. Lavish Rooftop Condo B with free ev charging for any vehicle

15. Spacious, Pristine Home w/ Firepit, Bourbon Lounge

16. Old Maple House -touch of Canadian charm on Kentuckys Bourbon Trail. Circa 1901.

17. Stay in a historic Early 1800s Guest House!

18. Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging

19. 🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

20. The E-town Exclusive B

Find holiday rentals that suit your style

Top Boston Hotel Reviews

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

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