Ashland Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Ashland vacation rentals

Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very Good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is ￥30,012
￥63,064 total
includes taxes & fees
May 3 - May 4
The Chester Hotel
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,179 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ￥22,418
￥25,041 total
includes taxes & fees
May 7 - May 8
Crescent Suites Hotel
Outdoor dining

Stunning South End/Back Bay Penthouse!

Stunning South End/Back Bay Penthouse!
South End
10.0 out of 10, Exceptional, (104 reviews)
"The host was very welcoming and helpful.We had a lovely stay."
United States
Ana E.
Stunning South End/Back Bay Penthouse!
House (3 Bedrooms) | Interior

Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is ￥114,988
￥204,970 total
includes taxes & fees
May 5 - May 6
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
Interior

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
Stoughton
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful for family. "
United States
Karen C.
The price is ￥91,505
￥155,759 total
includes taxes & fees
May 6 - May 7
Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
TV

Charming 1 Bedroom | Newbury Street

Charming 1 Bedroom | Newbury Street
Back Bay
The price is ￥31,583
￥64,482 total
includes taxes & fees
May 3 - May 4
Charming 1 Bedroom | Newbury Street
Smart TV, fireplace

Large victorian home 15 mins from downtown lots of local restaurants and bars

Large victorian home 15 mins from downtown lots of local restaurants and bars
Mattapan
8.6 out of 10, Excellent, (8 reviews)
"The house was as advertised as far as what was seen in the pictures. Some of the light bulbs/fixtures were not operational, but the house as a whole was very clean and accommodating. Communication with the host was quick and straightforward. "
United States
Myles H.
The price is ￥100,811
￥204,482 total
includes taxes & fees
May 8 - May 9
Large victorian home 15 mins from downtown lots of local restaurants and bars
Interior

Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT

Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
The price is ￥53,734
￥101,675 total
includes taxes & fees
May 4 - May 5
Luxury Home located in Back Bay 8min walk to Fewnway Park, close to Boston University, Berklee & MIT
Oven, stovetop, dishwasher, coffee/tea maker

South End Serene Studio

South End Serene Studio
Back Bay
The price is ￥19,113
￥48,252 total
includes taxes & fees
May 5 - May 6
South End Serene Studio
Exterior

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very Good, (165 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
The price is ￥24,674
￥43,108 total
includes taxes & fees
May 3 - May 4
Maverick Suites at 245 Newbury St
Desk, WiFi

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway

Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Fenway–Kenmore
The price is ￥41,363
￥78,437 total
includes taxes & fees
May 3 - May 4
Simple 2 Bd/2 bth | Washer/Dryer | Close to Fenway
Exterior

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

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.8 out of 10, Exceptional, (18 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is ￥26,225
￥33,492 total
includes taxes & fees
May 10 - May 11
Charming 2-bedroom apartment with WiFi, AC in superb Canton
Interior

Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View
Dorchester
10.0 out of 10, Exceptional, (12 reviews)
"We loved this home. It was clean, well equipped and very well located for our family of 8 to visit Boston. Had a great time and loved the house. "
United States
Arlene P.
The price is ￥66,267
￥128,218 total
includes taxes & fees
May 10 - May 11
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View
Outdoor dining

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (110 reviews)
"Great place for a short stay. It was clean and cozy, just as described in the listing. The check-in process was very easy and The host was very responsive. Highly recommend."
United States
Phalone P.
The price is ￥31,175
￥71,853 total
includes taxes & fees
May 6 - May 7
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Living area

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very Good, (40 reviews)
"Great stay!"
United States
Ryan K.
The price is ￥26,648
￥48,967 total
includes taxes & fees
May 5 - May 6
On River/Harvard Sq. two blocks
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (357 reviews)
"Great stay. "
United States
Anna
The price is ￥21,854
￥40,429 total
includes taxes & fees
May 5 - May 6
Maverick Suites at 28 Fenway
Full-size fridge, microwave, oven, stovetop

3BR Group Stay Sleeps 12 Near Train Downtown

3BR Group Stay Sleeps 12 Near Train Downtown
Dorchester
9.0 out of 10, Wonderful, (21 reviews)
"The entire stay was peaceful and pleasant."
United States
ArtFairsService L.
The price is ￥91,382
￥155,358 total
includes taxes & fees
May 3 - May 4
3BR Group Stay Sleeps 12 Near Train Downtown
Apartment, 2 Bedrooms | Interior

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
9.0 out of 10, Wonderful, (11 reviews)
"Great property. Very clean and spacious. Easy 15 minutes walk to Harvard. Easy check in and check out process"
United States
Tho
Furnished Apts near Harvard Stadium
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (143 reviews)
"Great location!"
United States
Kevin
The price is ￥23,231
￥41,447 total
includes taxes & fees
May 3 - May 4
Maverick Suites at 400 Columbus Ave
Dining

Relax with family or friends to this elegant apartment in the heart of Waltham

Relax with family or friends to this elegant apartment in the heart of Waltham
South Side
9.6 out of 10, Exceptional, (19 reviews)
"Comfortable for 5 adults, no problems, as advertised, would rent again. "
United States
Brian K.
The price is ￥34,465
￥83,995 total
includes taxes & fees
May 5 - May 6
Relax with family or friends to this elegant apartment in the heart of Waltham
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 Ashland Hotel Reviews

Copley House

Copley House

10/10 Excellent
"We have been in Copley House for a couple of times. Great location nice people and wonderful property. Our favorite place to stay in Boston."
Andrew 3-night trip
Posted 1 hour ago
Copley House

Find out more about Ashland

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Frequently asked questions

Are there vacation rentals in Ashland?

Yes, you can find vacation rentals near top local attractions in Ashland, or you can go with a more secluded option if you're looking for relaxation. 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 vacation rentals that Ashland has to offer?

Clean, Contemporary Escape | Near T: Visitors like this Ashland vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 Ashland State Park and Hopkinton State Park.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can reserve for a couple days or more in Ashland. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.