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Our top choices for Ashland holiday rentals

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

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is £162
includes taxes & fees
11 Aug - 12 Aug
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

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

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is £178
includes taxes & fees
1 Sept - 2 Sept
Beautiful family getaway, walking distance to markets, 35 min drive to Boston

3. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (250 reviews)
"Wonderful!!"
United States
Huynh
The price is £94
includes taxes & fees
10 Sept - 11 Sept
Residences at Solomon Pond

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

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (28 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
United States
Michelle M.
The price is £256
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

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

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (13 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
The price is £342
includes taxes & fees
28 Aug - 29 Aug
totally remodeled house with fitness room, close to Boston and Worcester

6. Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Framingham
10.0 out of 10, Exceptional, (6 reviews)
"Very nice"
United States
Tricia S.
The price is £606
includes taxes & fees
23 Aug - 24 Aug
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

7. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,244 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
The price is £131
includes taxes & fees
27 Aug - 28 Aug
Crescent Suites Hotel

8. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is £88
includes taxes & fees
11 Aug - 12 Aug
Clean & Cozy Private room - 3 floor_R 1

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is £219
includes taxes & fees
11 Aug - 12 Aug
The Chester Hotel

10. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very good, (29 reviews)
"Friendly hosts"
United States
Jan
The price is £164
includes taxes & fees
13 Aug - 14 Aug
Free Parking at 1 Bed Basement Apt, Near BU & MIT

11. Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.2 out of 10, Wonderful, (11 reviews)
"Great property, comfortable, accurate listing, and super attentiveness and support from Long, the host. Overall, a great stay while visiting family in the area! Thank you, Long!"
United States
John M.
The price is £202
includes taxes & fees
12 Aug - 13 Aug
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

12. Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
9.6 out of 10, Exceptional, (9 reviews)
"Perfect location! On a quiet street right in the heart of the Back Bay. Can easily walk to restaurants, grocery stores, the Prudential Center, and pubic transportation. Close to the nearby colleges which was helpful for our stay. We were able to support our college-age kid through a tough moment. It was clean, comfortable, and management was responsive and friendly. It was easy in and out. We’ll definitely come back. This would be perfect if you had any kind of medical emergency or needed to...
United States
Gretchen J.
The price is £241
includes taxes & fees
19 Aug - 20 Aug
Light-filled Studio | Back Bay

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

Cottage Suite "A" - Walk to Shops, Train, History
Concord
9.8 out of 10, Exceptional, (9 reviews)
"Great location. Very simple open plan. "
United States
Trevor H.
The price is £221
includes taxes & fees
13 Aug - 14 Aug
Cottage Suite "A" - Walk to Shops, Train, History

14. Stunning 1BR | Steps to Fenway!

Stunning 1BR | Steps to Fenway!
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Nice place, good location. Would definitely stay again!"
United States
Amy K.
The price is £257
includes taxes & fees
16 Aug - 17 Aug
Stunning 1BR | Steps to Fenway!

15. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (4 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is £191
includes taxes & fees
11 Aug - 12 Aug
Large 3BD 1st Floor Apartment Minutes from 290

16. Tranquil South End Studio

Tranquil South End Studio
Back Bay
2.0 out of 10, (1 review)
"Beware! The photos of this property totally misrepresent the actual apartment. The real apartment is dark and very dirty with deferred maintenance everywhere. From filthy floors/area rug to dirty/stained couch, inches of dust on cabinet doors, sticky substance on kitchen tiles to cracked tiles and holes in the bathroom walls. It is a basement apartment with the only window looking out to garbage pails. The management was very responsive but the only solution was to come and clean it (again?) at...
United States
Eileen D.
The price is £201
includes taxes & fees
11 Aug - 12 Aug
Tranquil South End Studio

17. Lovely Fenway 1br | New to VRBO!

Lovely Fenway 1br | New to VRBO!
Fenway–Kenmore
10.0 out of 10, Exceptional, (1 review)
"Very conveniently located"
United States
Sarah
The price is £274
includes taxes & fees
18 Aug - 19 Aug
Lovely Fenway 1br | New to VRBO!

18. Zen Inspired Retreat with Private Forest Trails

Zen Inspired Retreat with Private Forest Trails
Uxbridge
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."
United States
Tammie K.
The price is £193
includes taxes & fees
7 Sept - 8 Sept
Zen Inspired Retreat with Private Forest Trails

19. Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
Fenway–Kenmore
8.6 out of 10, Excellent, (8 reviews)
"Welcoming host, very responsive"
United States
Matthew G.
The price is £269
includes taxes & fees
16 Aug - 17 Aug
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore

20. 3 Bedroom Condo - entire space

3 Bedroom Condo - entire space
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Owners responded quickly, check in was smooth, great location, close to downtown Boston. A lot of great options for food around the property. The property is very spacious, perfect for groups of friends or families."
United States
Jannifer
The price is £307
includes taxes & fees
11 Aug - 12 Aug
3 Bedroom Condo - entire space
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

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 £94 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?

Boston's Best Vacation Home : This holiday home rental outside of Ashland is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay.

How many holiday rentals are there in Ashland?

Expedia has 3 holiday rentals for your stay in Ashland.

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.