Bolton Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Bolton vacation rentals

Exterior

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, (34 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is ￥15,668
￥58,266 total
includes taxes & fees
May 12 - May 13
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Fridge, microwave, stovetop, coffee/tea maker

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, (10 reviews)
"Property was as described. It was clean and owner was very responsive. Could walk to great coffee shop. "
United States
michelle s.
The price is ￥33,138
￥57,668 total
includes taxes & fees
May 19 - May 20
totally remodeled house with fitness room, close to Boston and Worcester
Smart TV, fireplace

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, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is ￥20,368
￥33,426 total
includes taxes & fees
May 14 - May 15
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Interior

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
The price is ￥23,793
￥40,227 total
includes taxes & fees
May 22 - May 23
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Dining

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.
The price is ￥24,912
￥36,752 total
includes taxes & fees
Jun 1 - Jun 2
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Exterior

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, (35 reviews)
"We had a wonderful stay at this lake-front cottage looking up at the nearby ski resort. The cottage was cozy and quiet in a great location. The check-in process was easy, and the owner was very accessible. Terrific rental!"
United States
Lane D.
The price is ￥35,253
￥82,331 total
includes taxes & fees
May 12 - May 13
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Interior

Cottage Suite "A" - Walk to Shops, Train, History

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is ￥22,092
￥46,904 total
includes taxes & fees
May 13 - May 14
Cottage Suite "A" - Walk to Shops, Train, History
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is ￥21,152
￥50,569 total
includes taxes & fees
May 19 - May 20
Beautiful Worcester Downtown King Bd/Office World Cup Boston
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Spacious 4BR Family Home in Worcester near Parks 16/2

Spacious 4BR Family Home in Worcester near Parks 16/2
Worcester
10.0 out of 10, Exceptional, (3 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is ￥27,301
￥69,802 total
includes taxes & fees
May 18 - May 19
Spacious 4BR Family Home in Worcester near Parks 16/2
Private kitchen

Charming 3-bedroom house in delightful Ashland for your getaway

Charming 3-bedroom house in delightful Ashland for your getaway
Ashland
10.0 out of 10, Exceptional, (1 review)
"Our stay was very nice, in that there is plenty of space and the shared areas and bedrooms are large spaces. Communication with the host went well, as we needed to get the correct door code to access, and there was a small issue with the thermostat which the host addressed quickly."
United States
John W.
The price is ￥21,152
￥46,373 total
includes taxes & fees
May 12 - May 13
Charming 3-bedroom house in delightful Ashland for your getaway
TV, fireplace

Private Luxury 2 Bedroom Suite

Private Luxury 2 Bedroom Suite
Framingham
8.8 out of 10, Excellent, (3 reviews)
"Good stay! Host was extremely nice and welcoming! It snowed during the night of the stay, and they were nice enough to still shovel a path in the morning and even cleared a path around my vehicle. Thank you! There is only a microwave, but easy to make work for food options. "
United States
Logan R.
The price is ￥17,627
￥23,189 total
includes taxes & fees
May 18 - May 19
Private Luxury 2 Bedroom Suite
House (2 Bedrooms) | Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is ￥28,359
￥68,102 total
includes taxes & fees
May 12 - May 13
Lakefront Cottage 2 Mi to Palladium in Worcester!
Smart TV, fireplace, books

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
9.8 out of 10, Exceptional, (21 reviews)
"Clean home, comfortable beds, host very responsive."
United States
Richard M.
The price is ￥29,330
￥45,012 total
includes taxes & fees
May 12 - May 13
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
The price is ￥25,069
￥40,527 total
includes taxes & fees
May 12 - May 13
Angel Sky Challenge
Smart TV

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, (28 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is ￥54,995
￥104,846 total
includes taxes & fees
May 12 - May 13
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Terrace/patio

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Shrewsbury
9.2 out of 10, Wonderful, (17 reviews)
"The place was perfect for my stay. Ebenezer was an awesome host. He was very responsive and accommodating. I will stay here again. "
United States
Lori S.
The price is ￥31,023
￥56,704 total
includes taxes & fees
May 18 - May 19
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (22 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.
The price is ￥60,541
￥137,018 total
includes taxes & fees
May 21 - May 22
Lake Access 4 Bed 3 Full Bath
Interior

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Main South
10.0 out of 10, Exceptional, (1 review)
The price is ￥27,301
￥65,855 total
includes taxes & fees
May 19 - May 20
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Smart TV

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
The price is ￥24,285
￥51,107 total
includes taxes & fees
May 12 - May 13
Grand Worcester Getaway! Pets Welcome! Comfortable
Dining

12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
10.0 out of 10, Exceptional, (1 review)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is ￥20,212
￥52,167 total
includes taxes & fees
May 12 - May 13
12B-Cozy 3BR Apartment with Koi Pond in Worcester
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

Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

10/10 Excellent
"Staff very accomodating, room very clean, close to main highway"
Andre 1-night trip
Posted 2 hours ago
Hampton Inn & Suites Boston/Waltham

Find out more about Bolton

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Look no further and take a look at our great range of rental properties in Bolton!

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?

Relaxing Getaway: Entire 3-BR Home w/ Fireplace: This vacation home rental near Bolton offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.