Photo by Swetha Srinivasan

Ashland Holiday Rentals

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Holiday Rentals in Ashland

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (410)
"Great for a few nights in cambridge. Great restaurant downstairs, looking forward to coming back and trying out the roofdeck bar."
The price is NZ$244
includes taxes & fees
30 Jan - 31 Jan
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (158)
"Great stay. "
The price is NZ$438
includes taxes & fees
11 Jan - 12 Jan
Maverick Suites at 28 Fenway

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (855)
"The property was easy to get in and out of and close to many shops and restaurants"
The price is NZ$291
includes taxes & fees
2 Feb - 3 Feb
No. 284 powered by Sonder

Sonder at Pierce Boston

4.0 star property
8.8 out of 10, Excellent, (210)
"Loved the views for this place! Its close to everything. There is no parking so we just ubered and walked everywhere. It was nice and clean"
The price is NZ$317
includes taxes & fees
7 Jan - 8 Jan
Sonder at Pierce Boston

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (205)
"Great hotel for the price and location. Would have love to know where we can park in the area. "
The price is NZ$350
includes taxes & fees
6 Jan - 7 Jan
Maverick Suites at 89 Marion

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very good, (139)
"Good"
The price is NZ$231
includes taxes & fees
7 Jan - 8 Jan
Residences at Solomon Pond

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very good, (115)
"The only thing stopping me from giving an excelent rating is the room was too hot and had to prop open a heavy window, the blower ran constantly even after turning rhe thermostat down, otherwise the room was perfect in everyway possible."
The price is NZ$385
includes taxes & fees
6 Jan - 7 Jan
Maverick Suites at 245 Newbury St

Maverick Suites at 400 Columbus Ave

2.0 star property
7.6 out of 10, Good, (96)
"Having to have cleaning of the room as an extra charge should be noted clearly for any future occupants. The unit is not close to any restaurant or store unless you want to walk 10 minutes to get there and carry anything back. It is not convenient to anything of note. Would not stay there again. It was clean but that's the best I could say for the property. "
The price is NZ$373
includes taxes & fees
6 Jan - 7 Jan
Maverick Suites at 400 Columbus Ave

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (958)
"Parking easily available, short walk to restaurants. Property is clean, quiet, and the rooms are warm and friendly."
The price is NZ$336
includes taxes & fees
6 Jan - 7 Jan
Crescent Suites Hotel

Beautiful Retreat close to Downtown Boston. Pets friendly.

9.8 out of 10, Exceptional, (116)
"The stay was great. Owner was great at communications. Very clean. Easy drive into Boston. Needed more towels and wash cloths which the owner brought. "
Beautiful Retreat close to Downtown Boston. Pets friendly.

Boston's Finest New Renovated Apartment

9.6 out of 10, Exceptional, (36)
"We enjoyed our stay and especially appreciated the comfortable beds!"
Boston's Finest New Renovated Apartment

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (50)
"Great location & clean property. Delivers the promise."
The price is NZ$373
includes taxes & fees
7 Jan - 8 Jan
Maverick Suites at 402 Columbus Ave

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (171)
"Great space, great location. Just as advertised. Oct 2024 EVERYTHING looked new…floors, appliances, paint, furniture. Everything. Everything worked well ( though the fireplace would only stay lit for 5 minutes. Exactly FIVE). Communication was awesome. Prompt and helpful. Only criticism: did not know that there was NO ELEVATOR until the day of check in. At 61 with bad knees and four bags, getting settled in was a major hassle. Four narrow flights of winding stairs. Other than...
Charlesgate Suites

Sonder The Magnolia

3.5 star property
8.8 out of 10, Excellent, (50)
"Sensational location "
The price is NZ$337
includes taxes & fees
20 Jan - 21 Jan
Sonder The Magnolia

Beautiful studio in historic neighborhood of Boston. Super close to downtown!

10.0 out of 10, Exceptional, (22)
"Fantastic stay, exactly what I was looking for!"
Beautiful studio in historic neighborhood of Boston. Super close to downtown!

233/3-SPRING GETAWAY 10% OFF! Cozy modern apartment, Boston

9.0 out of 10, Wonderful, (17)
"The Good: The apartment is very spacious and well-furnished, and is pretty close to the city proper. Check in and check out were easy, and the host was very responsive to any questions we had. The Less Good: Taking public transit into Boston was not convenient, the WiF didn’t really work (cell service was fine though), there were some cleanliness issues, and someone on the street was playing very loud music very late into the night. Overall: A good option if you need this much space near...
The price is NZ$588
includes taxes & fees
7 Jan - 8 Jan
233/3-SPRING GETAWAY 10% OFF! Cozy modern apartment, Boston

BRAND NEW 3bds/2bths in a small & friendly neighborhood. Mins away from Boston.

9.8 out of 10, Exceptional, (40)
"Lovely property, lovely rooms and the location worked well for us. Really clean and the pictures don’t exaggerate the space available. Really good responses from the owners and got back to us really quickly when I asked questions "
BRAND NEW 3bds/2bths in a small & friendly neighborhood. Mins away from Boston.

233/1 - SPRING GETAWAY 10% OFF! Entire modern apartment Boston

9.4 out of 10, Exceptional, (33)
"This roomy, comfortable apartment suited our large family’s needs well. Jenny made sure all our questions were answered before and after arrival. Lots of beautiful little details around the apartment were evidence that care is taken in ensuring your comfort and enjoyment. Everything was as advertised. The neighborhood felt a little unsafe and there was lots of street noise at all hours of the night. It was a little hard convincing our black lab to go to the bathroom since there is mostly cement...
The price is NZ$700
includes taxes & fees
16 Jan - 17 Jan
233/1 - SPRING GETAWAY 10% OFF! Entire modern apartment Boston

Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

8.8 out of 10, Excellent, (36)
"This is a beautiful spacious apartment that had everything we needed. And it has parking! It is about a 25-minute drive to the area near the Children's hospital. The kitchen was decently equipped (though a bit more silverware would have been nice). It even had some spices, coffee, etc so we did not need to get that right away. The hallway had a closet with towels, extra bedding, and a collection of bathroom items to use. It is a residential neighborhood so, while there were some parties because...
The price is NZ$909
includes taxes & fees
6 Jan - 7 Jan
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

Newly Renovated Modern Retreat l Near T

9.0 out of 10, Wonderful, (12)
"Great location and accommodations"
Newly Renovated Modern Retreat l Near T
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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Other types of properties in Ashland you may be interested in

Four Points by Sheraton Boston Newton

3.5 star property
8.4 out of 10, Very good, (2580)
"Super nice "
The price is NZ$181
includes taxes & fees
7 Jan - 8 Jan
Four Points by Sheraton Boston Newton

The Westin Copley Place, Boston, a Marriott Hotel

4.0 star property
9.2 out of 10, Wonderful, (1136)
"Everything was good except for the valet parking service. The driver screeched our car badly on the new year day. I am upset!"
The price is NZ$404
includes taxes & fees
19 Jan - 20 Jan
The Westin Copley Place, Boston, a Marriott Hotel

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3217)
"Great"
The price is NZ$205
includes taxes & fees
20 Jan - 21 Jan
Copley Square Hotel, a FOUND Hotel
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.

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?

Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON: This holiday home rental outside of Ashland is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 5 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?

Hopkinton State Park and Ashland State Park are a couple of lovely local spots to get outside and enjoy nature. Framingham State University and Fun and Games Family Entertainment Center are a couple of places you'll find in the wider area.

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.