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Bolton Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (253 reviews)
"Wonderful!!"
United States
Huynh
$90 nightly
The price is $100
Oct 29 - Oct 30
Total with taxes and fees
Residences at Solomon Pond
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

2. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,297 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
$140 nightly
The price is $157
Nov 2 - Nov 3
Total with taxes and fees
Crescent Suites Hotel
A modern kitchen with a marble island, stainless steel appliances, and bar stools.

3. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
$629 nightly
The price is $702
Oct 5 - Oct 6
Total with taxes and fees
Entire home in Sterling, Massachusetts, United States
A living room with a sofa, a clock, a floor lamp, and a rug.

4. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
$266 nightly
The price is $297
Oct 13 - Oct 14
Total with taxes and fees
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

5. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.0 out of 10, Very good, (11 reviews)
"Great space. Comfortable and clean ."
United States
Beth H.
$139 nightly
The price is $155
Oct 6 - Oct 7
Total with taxes and fees
Private Luxury 2 Bedroom Suite
A bedroom with a bed, a window, a painting, and a door leading to another room.

6. 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, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$211 nightly
The price is $236
Oct 26 - Oct 27
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.

7. 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, (30 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
$339 nightly
The price is $379
Oct 4 - Oct 5
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.2 out of 10, Wonderful, (17 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$315 nightly
The price is $352
Nov 2 - Nov 3
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

9. 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, (37 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
$496 nightly
The price is $544
Oct 22 - Oct 23
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A house with a stone wall and a dock extending into a calm body of water.

10. Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (42 reviews)
"Very clean and tidy!Tyler was great - even accommodated last minute to add our dogs to the booking!Would definitely stay again!"
United States
Christina C.
$406 nightly
The price is $445
Oct 5 - Oct 6
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A kitchen with a marble countertop, stainless steel appliances, and wooden beams.

11. A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
9.8 out of 10, Exceptional, (7 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
$1,465 nightly
The price is $1,636
Oct 5 - Oct 6
Total with taxes and fees
A Quintessential New England Historical Guesthouse
A bedroom with a bed, a nightstand, a ceiling fan, and three windows with blinds.

12. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
$215 nightly
The price is $240
Oct 6 - Oct 7
Total with taxes and fees
Fitchburg hideaway Home
A two-story house with a front porch and a garden with purple flowers.

13. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.4 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Brent H.
$159 nightly
The price is $168
Oct 5 - Oct 6
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

14. 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
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
$190 nightly
The price is $212
Oct 4 - Oct 5
Total with taxes and fees
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
A lakeside cabin with a dock, a boat, and a second-story deck.

15. Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay with our family."
United States
Sherri P.
$429 nightly
The price is $471
Oct 8 - Oct 9
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

16. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
$100 nightly
The price is $115
Oct 5 - Oct 6
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

17. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
$592 nightly
The price is $661
Oct 16 - Oct 17
Total with taxes and fees
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

18. 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.
$228 nightly
The price is $261
Oct 4 - Oct 5
Total with taxes and fees
Angel Sky Challenge
A modern kitchen with white cabinetry, a large island, and pendant lighting.

19. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
$610 nightly
The price is $644
Oct 7 - Oct 8
Total with taxes and fees
Modern Farmhouse Close to Mt. Wachusett
A living room with two sofas, a coffee table, and a bookshelf.

20. 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
$210 nightly
The price is $240
Oct 6 - Oct 7
Total with taxes and fees
Heart of Shrewsbury St – 2BR Stay
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

Courtyard by Marriott Boston Billerica/Bedford

Courtyard by Marriott Boston Billerica/Bedford

8/10 Good
"Clean and professional hotel chains are increasingly hard to find and the price for a room here was reasonable. Noises from the elevator in the hall passed easily through the room door and made sleeping more difficult. The pool was too small and shallow (and the air too humid!) to be worth the trouble. Other than those relatively minor complaints, I got what I wanted out of a night spent here and I would consider staying there again."
Michael 1-night trip
Posted 7 hours ago
Courtyard by Marriott Boston Billerica/Bedford

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 $100 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.