Bolton Vacation Rentals

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Our top choices for Bolton vacation rentals

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 CA $137
CA $513 total
includes taxes & fees
May 12 - May 13
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

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 CA $289
CA $503 total
includes taxes & fees
May 19 - May 20
totally remodeled house with fitness room, close to Boston and Worcester

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 CA $178
CA $293 total
includes taxes & fees
May 14 - May 15
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

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 CA $208
CA $351 total
includes taxes & fees
May 22 - May 23
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

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 CA $217
CA $318 total
includes taxes & fees
Jun 1 - Jun 2
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

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 CA $308
CA $726 total
includes taxes & fees
May 12 - May 13
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

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 CA $193
CA $419 total
includes taxes & fees
May 13 - May 14
Cottage Suite "A" - Walk to Shops, Train, History

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is CA $185
CA $445 total
includes taxes & fees
May 19 - May 20
Beautiful Worcester Downtown King Bd/Office World Cup Boston

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 CA $238
CA $616 total
includes taxes & fees
May 18 - May 19
Spacious 4BR Family Home in Worcester near Parks 16/2

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 CA $185
CA $403 total
includes taxes & fees
May 12 - May 13
Charming 3-bedroom house in delightful Ashland for your getaway

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 CA $154
CA $202 total
includes taxes & fees
May 18 - May 19
Private Luxury 2 Bedroom Suite

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is CA $248
CA $594 total
includes taxes & fees
May 12 - May 13
Lakefront Cottage 2 Mi to Palladium in Worcester!

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 CA $268
CA $428 total
includes taxes & fees
May 12 - May 13
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Angel Sky Challenge

Angel Sky Challenge
Worcester
The price is CA $219
CA $357 total
includes taxes & fees
May 12 - May 13
Angel Sky Challenge

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 CA $480
CA $927 total
includes taxes & fees
May 12 - May 13
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

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 CA $271
CA $495 total
includes taxes & fees
May 18 - May 19
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

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 CA $559
CA $1,240 total
includes taxes & fees
May 30 - May 31
Lake Access 4 Bed 3 Full Bath

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 CA $209
CA $543 total
includes taxes & fees
May 19 - May 20
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

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 CA $212
CA $446 total
includes taxes & fees
May 12 - May 13
Grand Worcester Getaway! Pets Welcome! Comfortable

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 CA $176
CA $457 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

Find out more about Bolton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bolton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.