A river winding through a forest with autumn foliage.

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Ashland vacation rentals

Smart TV, fireplace, books, stereo

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 AED 477
AED 788 total
includes taxes & fees
25 Aug - 26 Aug
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Dining

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 AED 584
AED 862 total
includes taxes & fees
9 Sep - 10 Sep
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Interior

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 AED 416
AED 464 total
includes taxes & fees
16 Aug - 17 Aug
Residences at Solomon Pond
Coffee/tea maker, fridge, microwave, oven

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 AED 820
AED 1,252 total
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Smart TV

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 AED 1,098
AED 1,768 total
includes taxes & fees
28 Aug - 29 Aug
totally remodeled house with fitness room, close to Boston and Worcester
Smart TV, fireplace, foosball, table tennis

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 AED 1,625
AED 2,919 total
includes taxes & fees
23 Aug - 24 Aug
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
Terrace/patio

7. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,245 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
The price is AED 574
AED 641 total
includes taxes & fees
12 Aug - 13 Aug
Crescent Suites Hotel
1 bedroom, internet, bed sheets

8. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is AED 294
AED 421 total
includes taxes & fees
12 Aug - 13 Aug
Clean & Cozy Private room - 3 floor_R 1
Premium Apartment | Living area | 24-inch Smart TV with digital channels

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 AED 573
AED 1,123 total
includes taxes & fees
12 Aug - 13 Aug
The Chester Hotel
Exterior

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 AED 349
AED 796 total
includes taxes & fees
13 Aug - 14 Aug
Free Parking at 1 Bed Basement Apt, Near BU & MIT
2 bedrooms, iron/ironing board, WiFi

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 AED 496
AED 985 total
includes taxes & fees
12 Aug - 13 Aug
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Exterior

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 AED 466
AED 1,175 total
includes taxes & fees
19 Aug - 20 Aug
Light-filled Studio | Back Bay
Interior

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 AED 595
AED 1,231 total
includes taxes & fees
13 Aug - 14 Aug
Cottage Suite "A" - Walk to Shops, Train, History
TV

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 AED 466
AED 1,255 total
includes taxes & fees
16 Aug - 17 Aug
Stunning 1BR | Steps to Fenway!
TV

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

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 AED 419
AED 1,104 total
includes taxes & fees
12 Aug - 13 Aug
Tranquil South End Studio
Interior

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 AED 523
AED 1,342 total
includes taxes & fees
18 Aug - 19 Aug
Lovely Fenway 1br | New to VRBO!
Dining

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 AED 808
AED 980 total
includes taxes & fees
25 Aug - 26 Aug
Zen Inspired Retreat with Private Forest Trails
2 bedrooms, desk, iron/ironing board, WiFi

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 AED 514
AED 1,271 total
includes taxes & fees
17 Aug - 18 Aug
Free Parking 2 Bed 1 Bath Steps from BU/Kenmore
TV, DVD player, stereo

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 AED 555
AED 1,565 total
includes taxes & fees
12 Aug - 13 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

Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center

10/10 Excellent
"Staff were so kind and helpful. The shower in our room was confusing and needs attention. We did not mention it to the front desk. However. Our door was not latching properly and when we mentioned that issue to the front desk, a maintenance person was immediately sent to repair the door."
Marcia 4-night trip
Posted 1 hour ago
Hampton Inn & Suites Boston Crosstown Center

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?

Boston's Best Vacation Home : Visitors like this Ashland vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

How many vacation rentals are there in Ashland?

Expedia has 3 vacation 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 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.