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Bolton Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Bolton vacation rentals

Interior

1. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (251 reviews)
"Wonderful!!"
United States
Huynh
$109 nightly
The price is $121
Oct 5 - Oct 6
Total with taxes and fees
Residences at Solomon Pond
Private kitchen

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.
$838 nightly
The price is $936
Sep 19 - Sep 20
Total with taxes and fees
Sakura House: Spacious 4BR w/ Gym & Premium Design
Terrace/patio

3. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,265 reviews)
"Friendly staff. Bed was very comfortable and the kitchen was a plus!"
United States
Evelyn
$170 nightly
The price is $189
Sep 10 - Sep 11
Total with taxes and fees
Crescent Suites Hotel
Room

4. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
$257 nightly
The price is $287
Sep 21 - Sep 22
Total with taxes and fees
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Living area

5. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
$662 nightly
The price is $739
Sep 28 - Sep 29
Total with taxes and fees
Entire home in Sterling, Massachusetts, United States
Private kitchen

6. 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.
$313 nightly
The price is $350
Sep 23 - Sep 24
Total with taxes and fees
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Living area

7. 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, (8 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$212 nightly
The price is $237
Sep 15 - Sep 16
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Private kitchen

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (15 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.
$292 nightly
The price is $326
Sep 7 - Sep 8
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
Outdoor dining

9. Private Garden Estate, Jacuzzi, Cinema & Games

Private Garden Estate, Jacuzzi, Cinema & Games
Southborough
10.0 out of 10, Exceptional, (1 review)
"Jillian provided a wonderful home to stay in. Quiet areas are always a plus. Communications were quick and properly responsive. Very comfortable home. Pool table and pinball made for enjoyable evenings."
United States
John R.
$853 nightly
The price is $864
Sep 20 - Sep 21
Total with taxes and fees
Private Garden Estate, Jacuzzi, Cinema & Games
Living area

10. 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
$468 nightly
The price is $513
Sep 10 - Sep 11
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Private kitchen

11. 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)
$581 nightly
The price is $648
Sep 14 - Sep 15
Total with taxes and fees
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Exterior

12. 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)
"Beautiful location and perfect for a fishing getaway! House was clean and cozy!"
United States
Julianne R.
$406 nightly
The price is $445
Sep 7 - Sep 8
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Living area

13. Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.0 out of 10, Very Good, (11 reviews)
"Excellent basement apartment with a luxurious shower and bathroom. Host was communicative and accommodating! Would recommend it!"
United States
Lois D.
$133 nightly
The price is $148
Sep 9 - Sep 10
Total with taxes and fees
Private Luxury 2 Bedroom Suite
Dining

14. Cottage Suite "B" - Walk to Shops, Train, History

Cottage Suite "B" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (8 reviews)
"Convenient location and peaceful respite. "
United States
Maria S.
$385 nightly
The price is $430
Sep 24 - Sep 25
Total with taxes and fees
Cottage Suite "B" - Walk to Shops, Train, History
Private kitchen

15. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
$602 nightly
The price is $636
Sep 5 - Sep 6
Total with taxes and fees
Modern Farmhouse Close to Mt. Wachusett
Living area

16. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$239 nightly
The price is $274
Sep 7 - Sep 8
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
Private kitchen

17. A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
$1,460 nightly
The price is $1,631
Sep 7 - Sep 8
Total with taxes and fees
A Quintessential New England Historical Guesthouse
Exterior

18. ✨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.
$181 nightly
The price is $191
Sep 14 - Sep 15
Total with taxes and fees
✨Private Studio w/ Loft Center Historic Carlisle✨
Private kitchen

19. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (1 review)
"The house was located in a quiet, nice, pleasant, neighborhood. The rooms were spacious and comfortable. The house was very clean and the beds were comfortable. The house was located near all kinds of stores, pharmacy’s, and good restaurants. I’d I had to make a negative comment it would be that all the bedrooms were on the second floor which was tough for two of our party. The property owner was quick to respond to questions we had. Overall, a very pleasant stay."
United States
Samantha R.
$534 nightly
The price is $564
Sep 7 - Sep 8
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
Private kitchen

20. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (23 reviews)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
United States
Diane B.
$723 nightly
The price is $782
Sep 8 - Sep 9
Total with taxes and fees
Lake Access 4 Bed 3 Full Bath
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

Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

10/10 Excellent
"Clean room, super helpful staff. Breakfast was simple but it gets your day started with something in your stomach. The auto pancake maker is pretty cool to see. Ill be staying here again soon."
Joshua 2-night trip
Posted 5 hours ago
Holiday Inn Express Chelmsford 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 $121 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 Solomon Pond Mall.

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.