Bolton Vacation Rentals from $115: Search Short-Term Rentals

Q: 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.

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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

Marlborough

Huynh

$106 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern kitchen with a large island, white cabinets, and a dining area with a wooden table and chairs.

2. Entire home in Sterling, Massachusetts, United States

Sterling

$629 nightly

Oct 22 - Oct 23

Total with taxes and fees

A bedroom with a bed, a ceiling fan, an air conditioning unit, and a window with curtains.

3. Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.

Leominster

$225 nightly

Oct 22 - Oct 23

Total with taxes and fees

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

4. Crescent Suites Hotel

South Side

kari

$139 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden-paneled wall with a glass-top table and a vase with flowers.

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

Littleton

$528 nightly

Oct 23 - Oct 24

Total with taxes and fees

A living room with a sofa, a coffee table, a TV, and a hallway leading to other rooms.

6. Private Luxury 2 Bedroom Suite

Framingham

David W.

$139 nightly

Oct 28 - Oct 29

Total with taxes and fees

A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

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

Framingham

roger n.

$213 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern kitchen with white cabinetry, a built-in oven, and a dining area with a table and chairs.

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

Framingham

Michelle M.

$339 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

Westminster

Shreya

$468 nightly

Oct 22 - Oct 23

Total with taxes and fees

A modern kitchen with white cabinets, a central island, a microwave, and a stove.

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

Framingham

Karyn V.

$306 nightly

Nov 8 - Nov 9

Total with taxes and fees

A single bed with a quilted mattress, a black metal frame, and a gray blanket. There are two pillows, one striped and one solid. Two framed pictures are hung on the wall above the bed.

11. Warm & Stylish 3BR Retreat | Spacious & Inviting

Fitchburg

$376 nightly

Oct 26 - Oct 27

Total with taxes and fees

A house with a stone wall and a dock extending into a calm body of water.

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

Westminster

Jeff W.

$361 nightly

Oct 25 - Oct 26

Total with taxes and fees

A bedroom with a bed, bedside tables, a window with curtains, a ceiling light, and a wardrobe.

13. Fresh & Modern 4BR | 2 Baths + Parking

Fitchburg

$392 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern kitchen with white cabinets, a central island with bar stools, a large window, and a dark ceiling beam.

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

Framingham

Christina S.

$486 nightly

Oct 25 - Oct 26

Total with taxes and fees

A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

15. Clean & Cozy Private-3 floor_R 2

Union HIll

Ekaterina

$100 nightly

Oct 22 - Oct 23

Total with taxes and fees

A bedroom with a brick fireplace, a bed with white bedding, a television on a stand, and a wooden floor.

16. Charming Groton Farmhouse Apartment

Groton

"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."

Brian A.

$396 nightly

Oct 27 - Oct 28

Total with taxes and fees

A dining area with a round table, yellow chairs, a potted plant, and a Buddha painting on the wall.

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

Hopkinton

Aaron R.

$190 nightly

Oct 22 - Oct 23

Total with taxes and fees

A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

18. Angel Sky Challenge

Worcester

Cameron R.

$226 nightly

Oct 22 - Oct 23

Total with taxes and fees

A living room with two sofas, a coffee table, and a bookshelf.

19. Heart of Shrewsbury St – 2BR Stay

Shrewsbury Street

Sharon

$209 nightly

Oct 27 - Oct 28

Total with taxes and fees

A kitchen with white cabinets, a black faucet, and a dish rack with utensils.

20. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Worcester

$481 nightly

Oct 26 - Oct 27

Total with taxes and fees

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Top Bolton Hotel Reviews

Crescent Suites Hotel

10/10 Excellent

"I wish there were Crescent Suites to stay in everywhere I travel! Easily found, with ample, safe, FREE parking, we were welcomed by Dana, a front desk person extraordinaire. He was able to give us all the information we needed for our stay with friendliness. Then, up to our room - a wonderful 1 bedroom suite that almost immediately started to feel like home. Immaculate rooms, well designed. The full kitchen is such a wonderful bonus! Of course, the main purpose of a place to stay is to have a place to sleep. The bedroom was spacious and the bed just right. The bed linens and pillows just to our liking. And then there were the double blinds on the windows, so darkness easy. And the quiet - amazing compared to the usual hotel noises. We slept each night like we were at home! We enjoyed breakfasting in each day, and one night also dined at the nice dining table in our room. Couldn't ask for better or more! All for a very reasonable price in greater Boston."

Bedford Plaza Hotel - Boston

8/10 Good

"The staff was great. The hotel definitely needs to be remodeled. Rugs are stained and worn. Everything is just old and worn. Bed was good though, pillows not so much. We didn't have towels in our room so we had to hunt for the maid the next morning to get some. The free breakfast consists of waffles, toast, cereal and yogurt. I had booked a last minute trip so my options at the time were not plentiful. If you just need a place to lay your head at the end of the day like we did, you should be fine."

Extended Stay America Suites Boston Westborough Computer Dr

8/10 Good

"The room was Clean. There was no staff to help, the bedding was never changed the trash never emptied. had to go to the main desk to get clean towels. The breakfast was grab-and-go. I would of appreciated a bagel or croissant not everyone like sweet. The only option you had sweet chocolate bar or sweet muffins. Excellent parking."

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 $115 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.

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Check prices for these dates

Our top choices for Bolton vacation rentals

1. Residences at Solomon Pond

2. Entire home in Sterling, Massachusetts, United States

3. Cozy & Stylish 2-bedroom 1.5 bath townhouse in central MASS Home away from Home.

4. Crescent Suites Hotel

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

6. Private Luxury 2 Bedroom Suite

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

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

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

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

11. Warm & Stylish 3BR Retreat | Spacious & Inviting

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

13. Fresh & Modern 4BR | 2 Baths + Parking

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

15. Clean & Cozy Private-3 floor_R 2

16. Charming Groton Farmhouse Apartment

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

18. Angel Sky Challenge

19. Heart of Shrewsbury St – 2BR Stay

20. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Find vacation rentals that suit your style

Top Bolton Hotel Reviews

Crescent Suites Hotel

Boston Marriott Burlington

Bedford Plaza Hotel - Boston

Archer Hotel Boston/Burlington

The Westin Waltham-Boston

Extended Stay America Suites Boston Westborough Computer Dr

Find out more about Bolton

Frequently asked questions

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