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Ashland Holiday Rentals

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Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Holiday Rentals in Ashland

Opulence Living close to Boston- Family and pet friendly
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and dark wood cabinetry.

Opulence Living close to Boston- Family and pet friendly

8.8 out of 10, Excellent, (5)
"Just a group of friends getting ready for a weekend wedding- we couldn’t have asked for a better place - we all felt like we were at home. The communication was great. The pictures do this place no justice - the rooms are giant and there is PLENTY of space for your group"
The price is NZ$472
includes taxes & fees
21 July - 22 July
Opulence Living close to Boston- Family and pet friendly
✨Private Studio w/ Loft Center Historic Carlisle✨
Traditional home with a symmetrical facade and a beautiful garden.

✨Private Studio w/ Loft Center Historic Carlisle✨

9.4 out of 10, Exceptional, (19)
"Charming and impeccably clean place to stay for a quick trip out to the Greater Boston Area for travel and exploration. Easy access to main roads and visiting Kimball Farm for some great ice cream right down the road is an absolute must! "
The price is NZ$303
includes taxes & fees
18 July - 19 July
✨Private Studio w/ Loft Center Historic Carlisle✨
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Enjoy cooking in this well-equipped kitchen with a gas stove, refrigerator, and microwave.

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

9.8 out of 10, Exceptional, (8)
"Nice visit"
The price is NZ$621
includes taxes & fees
20 July - 21 July
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Easy access! 1br, 5 min walk to T train, easy access to Highway
Enjoy cooking in this well-equipped kitchen with a sink, toaster, and refrigerator.

Easy access! 1br, 5 min walk to T train, easy access to Highway

9.0 out of 10, Wonderful, (12)
"Our stay was great. Everything we needed. Was close to the commuter rail for our transportation needs. Was clean and in a safe area of Boston. The one and only small complaint we had was the VRBO wasn’t air conditioned. It had a small portable room air conditioner that didn’t seem to work to good, but we managed by opening all the windows. Overall it was perfect!!"
Easy access! 1br, 5 min walk to T train, easy access to Highway
558/1 - 3BR Boston - Modern Nest near Franklin Park
Interior

558/1 - 3BR Boston - Modern Nest near Franklin Park

8.8 out of 10, Excellent, (3)
"The apartment looks recently renovated, is clean and spacious,the mattresses were really good"
The price is NZ$807
includes taxes & fees
30 July - 31 July
558/1 - 3BR Boston - Modern Nest near Franklin Park
Cozy house close to Brandeis, Bentley, Moody St
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and coffee maker.

Cozy house close to Brandeis, Bentley, Moody St

9.4 out of 10, Exceptional, (6)
"We enjoy our stayed at the place.it’s nice and clean."
The price is NZ$864
includes taxes & fees
15 July - 16 July
Cozy house close to Brandeis, Bentley, Moody St
Charming 2-bedroom apartment with WiFi, AC in superb Canton
Stunning two-story home with a central entrance, flanked by windows, surrounded by lush greenery and a charming front porch.

Charming 2-bedroom apartment with WiFi, AC in superb Canton

9.8 out of 10, Exceptional, (7)
The price is NZ$379
includes taxes & fees
27 July - 28 July
Charming 2-bedroom apartment with WiFi, AC in superb Canton
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Stunning two-story home with a charming front porch and central staircase.

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

10.0 out of 10, Exceptional, (6)
The price is NZ$1,090
includes taxes & fees
16 July - 17 July
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Under the Sun Apartment
Private kitchen

Under the Sun Apartment

10.0 out of 10, Exceptional, (1)
"We stayed durinig Marathon weekend to run the marathon on Monday. The unit was perfect for our size and very comfortable. The living spaces were surprisingly larger than expected, very comfortable with lots of space to spread out and relax. The place was freshly updated and very well done. The neighborhood was quiet and relaxing and we were able experience Boston living. We would definitely look to stay again if find ourselves back in Boston. "
The price is NZ$937
includes taxes & fees
20 July - 21 July
Under the Sun Apartment
Grandeur Living near Boston - 3bed 1 bath
Relax in a stylish space with a flat-screen TV above a cozy fireplace and a vibrant abstract painting.

Grandeur Living near Boston - 3bed 1 bath

9.0 out of 10, Wonderful, (7)
"Lovely, comfortable apartment, lovely, gracious hosts."
The price is NZ$617
includes taxes & fees
22 July - 23 July
Grandeur Living near Boston - 3bed 1 bath
Full House/Heart of Worcester
Kitchen equipped with a microwave, stove, refrigerator, and coffee maker.

Full House/Heart of Worcester

The price is NZ$749
includes taxes & fees
27 July - 28 July
Full House/Heart of Worcester
Hidden Gem right in the city of Boston!
Stunning staircase with a handrail and carpeted steps, leading to a door with a decorative glass panel.

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (20)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is NZ$840
includes taxes & fees
6 Aug - 7 Aug
Hidden Gem right in the city of Boston!
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Kitchen features a central island with sink and stovetop, stainless steel refrigerator, and pendant light.

One Bedroom Queen Suite with sofa bed and fully equipped kitchen

7.0 out of 10, Good, (2)
"Not a bad place to stay although not a ton to do in the surrounding area"
The price is NZ$322
includes taxes & fees
15 July - 16 July
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
558/2 - 3BR Boston - Modern Nest near Franklin Park
Interior

558/2 - 3BR Boston - Modern Nest near Franklin Park

10.0 out of 10, Exceptional, (2)
"Great place with very usable space. Quiet yet very convenient --- walking distance to CVS and several restaurants, a grocery store, and more. "
The price is NZ$720
includes taxes & fees
20 July - 21 July
558/2 - 3BR Boston - Modern Nest near Franklin Park
85b Spacious 3-bedroom apartment in delightful Boston
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and dishwasher.

85b Spacious 3-bedroom apartment in delightful Boston

10.0 out of 10, Exceptional, (1)
"This place was fabulous! Very clean and cute. Check-in/out was very easy. The host responded to messages within minutes and was very kind. Would definitely stay again. "
The price is NZ$760
includes taxes & fees
27 July - 28 July
85b Spacious 3-bedroom apartment in delightful Boston
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Relax in a cozy living room with a large sofa, coffee table, and fireplace.

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

9.6 out of 10, Exceptional, (4)
"Responsive owner, noce clean quiet property. "
The price is NZ$589
includes taxes & fees
11 Aug - 12 Aug
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Cottage Suite "A" - Walk to Shops, Train, History
Property grounds

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

10.0 out of 10, Exceptional, (1)
"It was easy to find close to the main road and centrally located close to the commuter rail."
The price is NZ$364
includes taxes & fees
17 July - 18 July
Cottage Suite "A" - Walk to Shops, Train, History
Red Door Oasis 5mins to Boston
Relax in this inviting living area, featuring a sofa, armchair, and coffee table, perfect for unwinding or socializing.

Red Door Oasis 5mins to Boston

10.0 out of 10, Exceptional, (1)
"Easy at ground level for us. Young adults went up and down. Plenty of room for eating together and games."
Red Door Oasis 5mins to Boston
2-bedroom apartment in welcoming Hopkinton with Full Kitchen, Laundry, Patio
Fridge, microwave, oven, stovetop

2-bedroom apartment in welcoming Hopkinton with Full Kitchen, Laundry, Patio

The price is NZ$413
includes taxes & fees
17 July - 18 July
2-bedroom apartment in welcoming Hopkinton with Full Kitchen, Laundry, Patio
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Relax in this serene bedroom with a large bed, striped bedspread, and comfortable sofa.

76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

9.4 out of 10, Exceptional, (6)
"My friends and I recently stayed here, and we would highly recommend other people to stay here as well. Jenny was a great host and always super responsive when I had any question. She made sure my friends and I had everything we needed (which wasn't much because the house came with everything we needed). Overall, it was the perfect place for me and my friends, and I am glad we got to stay here! "
The price is NZ$1,500
includes taxes & fees
10 Aug - 11 Aug
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
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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Frequently asked questions

Are there holiday rentals in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, or you can select a more secluded option if you're looking for a relaxing stay. Ashland is known for its shopping and restaurants. Make sure you have time to check out the lake views while you're in the area.

What are some of the best holiday rentals that Ashland has to offer?

Hidden Gem right in the city of Boston!: This holiday home rental outside of Ashland is located near skiing, and offers a selection of games, air conditioning and free WiFi 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 that you can cook with friends or family.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Fun and Games Family Entertainment Center, or get outside and enjoy nature at Cochituate State Park. Other places in town to visit include Hopkinton State Park and Ashland State Park.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.