Holiday Rentals in Ashland

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Ashland

Exterior
Maverick Suites at 245 Newbury St

Aparthotel in Back Bay

2.0 star property
8.2 out of 10, Very good, (151)
"Good location, clean and quiet. Only thing that could be improved on would be luggage storage before check in "
United States
Kristee
Maverick Suites at 245 Newbury St
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Aparthotel in South End

2.0 star property
7.2 out of 10, Good, (131)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
Maverick Suites at 400 Columbus Ave
Iron/ironing board, WiFi, bed sheets
The Chester: Hip, Renovated, South End

Apartment in South End

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice room. Good location "
United States
Abenamar A.
The price is €332
includes taxes & fees
29 Nov - 30 Nov
The Chester: Hip, Renovated, South End
Deluxe Studio Suite (2nd Floor - Unit 202)
Maverick Suites at 28 Fenway

Apartment in Fenway–Kenmore

3.0 star property
8.8 out of 10, Excellent, (321)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
The price is €180
includes taxes & fees
11 Dec - 12 Dec
Maverick Suites at 28 Fenway
City Studio
The Chester Hotel

Aparthotel in South End

4.0 star property
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is €389
includes taxes & fees
29 Nov - 30 Nov
The Chester Hotel
Fridge, microwave, oven, stovetop
Charming single family Cottage, pet friendly w fenced in yard,

Cottage in Lincoln

2.0 star property
10.0 out of 10, Exceptional, (19)
"Booked this cozy cottage for a night as we attended a concert at Gillette Stadium. An easy 20 minute drive to and from the stadium. "
United States
Sarah K.
The price is €173
includes taxes & fees
5 Dec - 6 Dec
Charming single family Cottage, pet friendly w fenced in yard,
Outdoor pool
★ A ★Lux Family Villa 6min to Gillette “Pool&Gym”★

Villa in Foxborough

9.8 out of 10, Exceptional, (6)
"The house was very big, it provided sleeping arrangements for all 10 of the girls that were staying there. The backyard with the pool was incredible."
United States
Kala C.
The price is €1,772
includes taxes & fees
29 Nov - 30 Nov
★ A ★Lux Family Villa 6min to Gillette “Pool&Gym”★
Apartment, 2 Bedrooms | Private kitchen
Maverick Suites at 402 Columbus Ave

Aparthotel in South End

2.5 star property
8.0 out of 10, Very good, (67)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
Apartment
Charlesgate Suites

Aparthotel in Fenway–Kenmore

3.5 star property
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is €378
includes taxes & fees
29 Nov - 30 Nov
Charlesgate Suites
Desk, iron/ironing board, WiFi, bed sheets
The Chester: Urban Chic Retreat In South End

Apartment in South End

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!"
United States
Chad T.
The price is €332
includes taxes & fees
30 Nov - 1 Dec
The Chester: Urban Chic Retreat In South End
Interior entrance
Maverick Suites at 89 Marion

Aparthotel in Coolidge Corner South Side

2.0 star property
8.4 out of 10, Very good, (269)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
Maverick Suites at 89 Marion
Private kitchen
233/1 - 4BR Comfortable Apt near Franklin Park Zoo

Apartment in Roxbury

9.0 out of 10, Wonderful, (2)
"Great place great area and love the private parking always a plus when staying in Boston. Clear communication the before during and after the stay. Willing to come back and recommend always"
United States
Virginia R.
The price is €376
includes taxes & fees
29 Nov - 30 Nov
233/1 - 4BR Comfortable Apt near Franklin Park Zoo
Exterior
✨Private Studio w/ Loft Center Historic Carlisle✨

Holiday Home in Carlisle

9.4 out of 10, Exceptional, (33)
"We had a great stay! The place was perfect for our weekend trip. We were able to hit all of the spots we planned, with the central location!"
United States
C Z.
The price is €184
includes taxes & fees
2 Dec - 3 Dec
✨Private Studio w/ Loft Center Historic Carlisle✨
Exterior
The Chester: Modern Luxury, Historic Charm

Apartment in South End

2.0 star property
9.0 out of 10, Wonderful, (2)
"Easy check in. Clean space. Cute decor and comfortable. Husband and I enjoyed the location. "
United States
Morgan Z.
The price is €332
includes taxes & fees
30 Nov - 1 Dec
The Chester: Modern Luxury, Historic Charm
Fridge, microwave, oven, stovetop
60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston

Apartment in Mattapan

9.6 out of 10, Exceptional, (22)
"Wonderful stay! I would happily return back to this apartment !! "
United States
Emma T.
The price is €304
includes taxes & fees
30 Nov - 1 Dec
60/3 - SPRING GETAWAY 10% OFF !Newly built & cozy apartment in Boston
Interior
Hidden Gem right in the city of Boston!

Holiday Home in Hyde Park

9.6 out of 10, Exceptional, (24)
"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."
United States
TIARA V.
The price is €359
includes taxes & fees
16 Dec - 17 Dec
Hidden Gem right in the city of Boston!
Fridge, oven, dishwasher, coffee/tea maker
172/2 - 6BR Milton - Family Getaway by Blue Hills

Apartment in Milton

2.0 star property
The price is €340
includes taxes & fees
30 Nov - 1 Dec
172/2 - 6BR Milton - Family Getaway by Blue Hills
Property grounds
Crescent Suites Hotel

Aparthotel in South Side

3.0 star property
9.6 out of 10, Exceptional, (1139)
"Lovely, quiet place."
United States
Fatu
Crescent Suites Hotel
Outdoor dining
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Condo in Ward Two

9.8 out of 10, Exceptional, (18)
"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."
United States
Eric D.
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
WiFi, bed sheets
The Chester: Vintage Elegance, Modern Comfort

Apartment in South End

2.0 star property
The price is €332
includes taxes & fees
30 Nov - 1 Dec
The Chester: Vintage Elegance, Modern Comfort
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

Boston Marriott Copley Place

Boston Marriott Copley Place

10/10 Excellent
"Very good location "
Nelson 5-night trip
Posted 11 hours ago
Boston Marriott Copley Place

Find out more about Ashland

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Ashland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as €180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday 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 Ashland 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 Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. 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 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 Ashland State Park and Hopkinton 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.