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Bolton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Bolton vacation rentals

A modern hotel lobby with a seating area, a bar, and a kitchen.

1. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (268 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
$107 nightly
The price is $120
Nov 22 - Nov 23
Total with taxes and fees
Residences at Solomon Pond
A modern kitchen with a marble island, stainless steel appliances, and a dining area with bar stools.

2. Sakura House: Spacious 4BR w/ Gym & Premium Design

Sakura House: Spacious 4BR w/ Gym & Premium Design
Northborough
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable stay. Highly recommend it."
United States
Susmitha R.
$588 nightly
The price is $657
Dec 1 - Dec 2
Total with taxes and fees
Sakura House: Spacious 4BR w/ Gym & Premium Design
A deck with two Adirondack chairs overlooking a lake.

3. Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing

Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
Littleton
$477 nightly
The price is $533
Nov 9 - Nov 10
Total with taxes and fees
Quaint 2-bedroom charming and romantic cottage in Littleton perfect for relaxing
A modern kitchen with a marble island, white cabinetry, and pendant lighting.

4. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
$637 nightly
The price is $712
Nov 9 - Nov 10
Total with taxes and fees
Entire home in Sterling, Massachusetts, United States
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,348 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
$140 nightly
The price is $157
Nov 13 - Nov 14
Total with taxes and fees
Crescent Suites Hotel
A modern interior with a dining area, a black chair, and a wall-mounted artwork.

6. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
$196 nightly
The price is $219
Nov 8 - Nov 9
Total with taxes and fees
Cozy & Stylish 2-bedroom Home in Leominster
A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

7. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.2 out of 10, Very good, (14 reviews)
"Overall we had a great time"
United States
David W.
$133 nightly
The price is $148
Nov 16 - Nov 17
Total with taxes and fees
Private Luxury 2 Bedroom Suite
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

8. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$184 nightly
The price is $206
Nov 11 - Nov 12
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

9. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (35 reviews)
"We had a great stay."
United States
Jessica D.
$319 nightly
The price is $356
Nov 30 - Dec 1
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A bedroom with a brick fireplace, a bed with white bedding, a television on a stand, and a wooden floor.

10. Charming Groton Farmhouse Apartment

Charming Groton Farmhouse Apartment
Groton
9.4 out of 10, Exceptional, (3 reviews)
"This find was a gem. Check in and parking were very easy. The place was clean, had nice amenities (plenty of towels, amenities for kids, etc.), and matched the photos well. The best part of the trip was the host, though. Jamie was warm and hospitable, and made our afternoon very pleasant by setting out many toys for our kids to play with. We really appreciated the extra effort and would book with her again."
United States
Brian A.
$365 nightly
The price is $408
Nov 11 - Nov 12
Total with taxes and fees
Charming Groton Farmhouse Apartment
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

11. Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (40 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
$435 nightly
The price is $477
Nov 11 - Nov 12
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

12. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.0 out of 10, Wonderful, (18 reviews)
"The property was just what we wanted and worked very well for our family of six."
United States
Levi O.
$280 nightly
The price is $313
Nov 8 - Nov 9
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

13. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
$395 nightly
The price is $452
Nov 22 - Nov 23
Total with taxes and fees
Worcester Lakefront Cottage Apt w/ Shared Dock!
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

14. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
$90 nightly
The price is $103
Nov 8 - Nov 9
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
A two-story house with a central entrance, a brick foundation, and a large front yard.

15. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
$210 nightly
The price is $240
Nov 8 - Nov 9
Total with taxes and fees
Angel Sky Challenge
A modern hotel room with a large flat-screen TV mounted on a wooden wall, a bed with a white comforter, and a carpeted floor.

16. Spacious 2 bedroom sanctuary in the heart of Fitchburg

Spacious 2 bedroom sanctuary in the heart of Fitchburg
Fitchburg
$129 nightly
The price is $144
Nov 8 - Nov 9
Total with taxes and fees
Spacious 2 bedroom sanctuary in the heart of Fitchburg
A living room with two sofas, a coffee table, and a bookshelf.

17. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
$193 nightly
The price is $221
Nov 17 - Nov 18
Total with taxes and fees
Heart of Shrewsbury St – 2BR Stay
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

18. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
$191 nightly
The price is $213
Nov 30 - Dec 1
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A modern living room with a sectional sofa, a coffee table, and a patterned rug.

19. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
$209 nightly
The price is $233
Nov 11 - Nov 12
Total with taxes and fees
Fitchburg hideaway Home
A bathroom with a white sink, a mirror, a toilet, and a shower curtain with a geometric pattern.

20. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston

Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Worcester
8.0 out of 10, Very good, (1 review)
"The house was fine overall. There were just a few things that stood out - only 3 towels but we were 4, no baking sheet for the oven, lighting in the kitchen wasn’t great, couldn’t find the house or unit number and the lock box was hard to find. The main bed was very comfortable but the pillows were not."
United States
Laura P.
$276 nightly
The price is $315
Nov 8 - Nov 9
Total with taxes and fees
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
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 Bolton Hotel Reviews

A modern dining area with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows providing natural light.
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG
Hudson

10/10 Excellent

Everything was perfectly fine for our one overnight stay here. I was surprised at how comfortable the bed was because that’s often a problem for me. The hotel staff were friendly and polite. The food choices were good.
United States
Anonymous traveler
Reviewed July 10, 2023
Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Find out more about Bolton

Everything you need to know about Bolton 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 Bolton 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 Bolton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bolton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bolton. 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 Bolton 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 $89 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 Bolton rentals

At Expedia, we put the best Bolton 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 Bolton 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 Bolton 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 Bolton. 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 Bolton?

Yes, we have vacation rentals near the most popular sights in Bolton, or you can choose a more secluded option if you're looking for relaxation. Bolton is known for its wineries and local tours. Make sure you have time to check out the live music while you're in the area.

What are some of the best vacation home rentals that Bolton has to offer?

✨Private Studio w/ Loft Center Historic Carlisle✨: This vacation home rental near Bolton is equipped with a selection of books, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and kitchenware.

What can I see and do in Bolton?

While exploring the area, visit family-friendly sights like New England Sports Center, or get outside and enjoy nature at Tower Hill Botanic Garden. In the larger area, you’ll find Nashoba Valley Winery and Butternut Farm Golf Club.

What are vacation rentals like in Bolton?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Bolton. Vacation rentals feature extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.