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Top Holiday Rentals in Boston

THE QUAIL COTTAGE (Downtown Thomasville)
10.0 out of 10, Exceptional, 89 reviews
"Nice house on quite historic street. Served our needs well while in Thomasville for a wedding."
The price is £267
includes taxes & fees
12 Jun - 13 Jun
THE QUAIL COTTAGE (Downtown Thomasville)
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
10.0 out of 10, Exceptional, 26 reviews
"Came into town for a family reunion but didn’t want to stay in a hotel. Searched for a spot and came across this one. Neighborhood was quiet, house had nice fresh feel. Back yard was the keeper. Fire pit was amazing. Rooms were just right. Kitchen had everything you need to prepare your meal. Definitely would use the property again and would recommend."
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, 45 reviews
"We stayed one night for. Wedding at Pebble Hill . Early check in allowed us not to rush to get ready . Back yard perfect for our two yorkies . Wish we could have stayed an additional night . Would definitely rent again . Well stocked . Owner provided k cups and cream and sugar. Kind bars and chocolates nice treat . Very responsive owner ."
The price is £274
includes taxes & fees
10 Jun - 11 Jun
SOUTHERN CHARM (Kid’s Bunk Room!)
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Welcome to Luxury at the Lake Side B
9.4 out of 10, Exceptional, 9 reviews
"Our family enjoyed staying at the house. We had lots of room. The outdoor desk was very lovely. The property manager/host was very responsive."
Welcome to Luxury at the Lake Side B
Tranquil Thomasville Retreat w/ Deck + Dining Area
3.0 star property
10.0 out of 10, Exceptional, 1 review
"Perfect location, great host and everything we needed. Thank you for a wonderful stay. "
Tranquil Thomasville Retreat w/ Deck + Dining Area
Cottage On Park Ave. Thomasville
10.0 out of 10, Exceptional, 165 reviews
"My husband and I were visiting Thomasville for a wedding, and this was the perfect little getaway for us and our mini dachshund. It was so cute and comfortable and had everything we needed for the perfect stay. I love the proximity to the beautiful park! I highly recommend for your next visit to Thomasville."
Cottage On Park Ave. Thomasville
THE RED HILLS HOUSE (Downtown Thomasville)
10.0 out of 10, Exceptional, 39 reviews
"Sweet, perfect! Wish there were 1 king size bed tho.."
The price is £287
includes taxes & fees
19 Jun - 20 Jun
THE RED HILLS HOUSE (Downtown Thomasville)
The Mash Manor
10.0 out of 10, Exceptional, 11 reviews
"What a gem Mash Manor turned out to be! A beautifully restored home - both historic and comfortably modern - in charming town of Thomasville. We thoroughly enjoyed our time there. We absolutely recommend it and look forward to visiting again in the future!!!"
The price is £496
includes taxes & fees
12 Jun - 13 Jun
The Mash Manor
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
10.0 out of 10, Exceptional, 18 reviews
"Very nice, super clean house, exactly as described. No surprises. Close to everything. Would definitely like to stay here again."
Victoria's Secret Cottage (Downtown Thomasville) New Contrusction
An elegant waterside retreat in the Red Hills
10.0 out of 10, Exceptional, 14 reviews
"Perfect place to rest your head when enjoying Thomasville festivities. My sister and I stayed—and I slept in the loft and felt like a kid again ♥️. Loved the pond, breezes, and quiet. Highly recommend!"
An elegant waterside retreat in the Red Hills
Executive Suite On Park Ave.
10.0 out of 10, Exceptional, 132 reviews
"This is one of the best experiences we have had. Wife and I went for a weekend and were truly amazed by the property. It began with the host meeting us at the property and making sure we were pleased with everything. The property was completely remodeled and very clean. The hosts thought of everything you may need from the Q-tips to the band aids. Side garden was very private with a soothing fountain to aid in the experience. There is no doubt we will stay again."
Executive Suite On Park Ave.
Cozy place with work space.
8.0 out of 10, Very good, 1 review
"Overall good experience."
The price is £232
includes taxes & fees
7 Jun - 8 Jun
Cozy place with work space.
Cheerful Cottage, full of Southern Charm
10.0 out of 10, Exceptional, 7 reviews
"Wonderful cottage w/ peaceful surroundings. Christmas tree was perfect for the rainy/ cold weather. Decent drive to Thomasville. Highly recommend"
Cheerful Cottage, full of Southern Charm
Cozy Thomasville Cottage - Walk to Downtown!
9.4 out of 10, Exceptional, 6 reviews
"It was an older remodeled home. It was done very well and had all of the amenities available. It was as advertised. The property was in good shape, and there were plenty of towels, dishes, silverware, appliances, and all the things you would need for a multiple day stay, I would highly recommend this property. "
Cozy Thomasville Cottage - Walk to Downtown!
Quiet home in the country between Thomasville and Moultrie
10.0 out of 10, Exceptional, 5 reviews
"Rented this place for some friends of mine from Arkansas to stay in. It was very clean and they said the beds slept great. We’ll be renting it again."
Quiet home in the country between Thomasville and Moultrie
The Cozy Cottage
10.0 out of 10, Exceptional, 14 reviews
"The Cozy Cottage was absolutely beautiful in so many ways! When we walked in the front door we felt at home. The open curtains in each room allowed the sunshine to come in and display the character of the rooms. Each room is decorated in such a way that you can tell the owner put a lot of love and caring into getting it ready for visitors to have wonderful memories of their stay. We enjoyed the living room for watching TV, reading magazines, playing games and working on projects. We slept great...
The Cozy Cottage
Charming Thomasville Getaway: Walk to Downtown!
10.0 out of 10, Exceptional, 4 reviews
"Great place to stay. Close to downtown, clean and safe!"
Charming Thomasville Getaway: Walk to Downtown!
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
10.0 out of 10, Exceptional, 19 reviews
"Beautiful place! I spent a week at the Quails Nest while visiting family in Thomasville. The location is perfect as you're only minutes away from almost anywhere in town. The accommodations are amazing. Sheri is a great host. I highly recommend this place."
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
Modern Home Near Downtown Thomasville
10.0 out of 10, Exceptional, 3 reviews
"The home was very comfortable and clean. Parking was a bit challenging as we had three vehicles but overall owner was very accommodating and addressed any concerns in a timely manner. Thank you for hosting us!"
Modern Home Near Downtown Thomasville
Secluded pool home on 4+ acres
10.0 out of 10, Exceptional, 13 reviews
"It was a very nice stay. The home was very clean with some minor cosmetic issues mentioned to the owner who responded quickly."
Secluded pool home on 4+ acres
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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.

Other types of properties in Boston you may be interested in

Quality Inn & Suites Conference Center
2.5 star property
6.2 out of 10, 265 reviews
"I jus love the beds "
The price is £67
includes taxes & fees
9 Jun - 10 Jun
Quality Inn & Suites Conference Center
Baymont by Wyndham Thomasville
2.5 star property
7.2 out of 10, Good, 658 reviews
"comfortable and would stay here again"
The price is £71
includes taxes & fees
13 Jun - 14 Jun
Baymont by Wyndham Thomasville
Holiday Inn Express & Suites Thomasville, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, 422 reviews
"This Holliday Inn is a lovely property that is very clean and quiet. I had the best customer service experience. Marie is the manager, and she went above and beyond to help us with our accommodations. She is a great example of a wonderful manager who really cares about her customers. I also met her daughter Dallas, she is also really good at her job and very informative and super sweet. I rarely give reviews, but if you are traveling through and need a place to stay that makes you feel at...
The price is £110
includes taxes & fees
24 Jun - 25 Jun
Holiday Inn Express & Suites Thomasville, an IHG Hotel
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.

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 £232 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

Are there 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?

THE QUAIL COTTAGE (Downtown Thomasville): This holiday home rental outside of Boston is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Sweet Grass Dairy Marketplace, or get out into nature at a spot like Thomasville Rose Garden. In the wider area, you’ll find Thomasville's Historic Big Oak and Pebble Hill Plantation.

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 feature amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.

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