Boston Vacation Rentals from $209: Search Short-Term Rentals

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Our top choices for Boston vacation rentals

1. Sprawling Updated Ranch with Fireplace on Wimbledon

Thomasville

Julia N.

$352 nightly

Aug 30 - Aug 31

Total with taxes and fees

2. Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Thomasville

Barbara F.

$284 nightly

Aug 30 - Aug 31

Total with taxes and fees

3. Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

Thomasville

Michael S.

$342 nightly

Aug 25 - Aug 26

Total with taxes and fees

4. The Roost - Downtown Thomasville

Downtown Historic District

Katie P.

$245 nightly

Aug 30 - Aug 31

Total with taxes and fees

5. Mimosa Cottage - Near Downtown Thomasville

Thomasville

Geoff

$292 nightly

Aug 26 - Aug 27

Total with taxes and fees

6. Mimosa Getaway - Less than 1 mile from Downtown

Thomasville

bill W.

$325 nightly

Aug 30 - Aug 31

Total with taxes and fees

7. Mimosa Stay Cottage - Thomasville Close to all the Charm

Thomasville

Damian Ray V.

$319 nightly

Aug 25 - Aug 26

Total with taxes and fees

8. An elegant waterside retreat in the Red Hills

Thomasville

Chrisy O.

$289 nightly

Aug 25 - Aug 26

Total with taxes and fees

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Top Boston Hotel Reviews

Thomasville Bed and Breakfast

10/10 Excellent

"Very clean, neat, orderly. Excellent breakfast! Super staff and a great location!"

Best Western Plus Rose City Conference Center Inn

10/10 Excellent

"The room was very clean and the staff was nice and accommodating. I love that the pool was inside as I could swim when I wanted, and the exercise room was helpful when I felt like doing a mini workout. The breakfast was really good and the staff made sure there was an abundance of everything to eat. The hotel felt very secluded, but was near a lot of restaurants and stores. 10 out of 10 would recommend staying here."

Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks

10/10 Excellent

"This was a planned birthday celebration. We especially enjoyed the beautiful surroundings and quiet atmosphere. It was the perfect place to relax and unwind while still having everything we needed. We thoroughly enjoyed sitting in the rocking chairs on the front porch every morning, drinking coffee and watching the sun come up. We were so thrilled to see a deer pass thru. Thomasville is a wonderful city with downtown shops, great restaurants and beautiful historic homes. We definitely want to stay in this home again."

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

10/10 Excellent

"There were 4 of my team that were conducting training for the school system. We needed an affordable, comfortable place for us to stay that was a better value than 4 rooms at the overpriced Hampton Inn. What a perfect fit this was - with 2 rooms with en-suite bathrooms as well. It was meticulously clean, extremely well appointed with no detail left out. It gave our team plenty of our own private space in a peaceful environment. We couldn’t have been more pleased."

Find out more about Boston

Everything you need to know about Boston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $209 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation 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 vacation.

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 vacation rentals in Boston?

Yes, you can find vacation rentals near well known attractions in Boston, or you can go with a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Boston?

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville: This vacation home rental near Boston is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Boston?

While exploring the area, visit the sights like Thomasville's Historic Big Oak, Lapham-Patterson House, and Pebble Hill Plantation. In the larger area, you’ll find Sweet Grass Dairy Marketplace and Thomasville Genealogical, History and Fine Arts Library.

What’s a vacation rental in Boston like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Boston. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.

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Check prices for these dates

Our top choices for Boston vacation rentals

1. Sprawling Updated Ranch with Fireplace on Wimbledon

2. Newly Renovated - Thomasville Getaway - Large Fenced Backyard

3. Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

4. The Roost - Downtown Thomasville

5. Mimosa Cottage - Near Downtown Thomasville

6. Mimosa Getaway - Less than 1 mile from Downtown

7. Mimosa Stay Cottage - Thomasville Close to all the Charm

8. An elegant waterside retreat in the Red Hills

9. Whispering Pines Court in Historical Thomasville

10. Sage Cottage I Walk to Downtown

11. Newly Built, Stunning 4BR/2BA with Waterfront Views

12. QUAIL COTTAGE - Downtown Thomasville!

13. Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

14. The Walcott Cottage: Walkable Historic Retreat in Thomasville

15. Dog friendly nature preserve Monticello, FL

16. The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!

17. Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks

18. Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

19. The Mash Manor

20. The Budd-Pafford House - The Exploration Suite

Find vacation rentals that suit your style

Top Boston Hotel Reviews

Thomasville Bed and Breakfast

Daffodale House B&B

Holiday Inn Express & Suites Thomasville by IHG

Best Western Plus Rose City Conference Center Inn

Rose Garden Inn & Suites

Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Econo Lodge Thomasville

Chic Thomasville Home: Walk to Downtown!

Find out more about Boston

Frequently asked questions

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