Ashland Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Ashland holiday rentals

Living area

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is HK$877
HK$2,403 total
includes taxes & fees
1 Apr - 2 Apr
The Chester Hotel
Exterior

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (10 reviews)
"Amazing location for the price. Check-in was super easy with clear instructions. Free parking was such a great perk for Boston. As for the house, despite a few visual damages (and 2 lightbulbs for the lamps not working), there was not much to complain about. Would recommend "
United States
Mai
The price is HK$1,057
HK$2,058 total
includes taxes & fees
12 Apr - 13 Apr
Free Parking at 1 Bed Basement Apt, Near BU & MIT
TV

Blissful South End Studio

Blissful South End Studio
Back Bay
10.0 out of 10, Exceptional, (1 review)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
The price is HK$586
HK$1,737 total
includes taxes & fees
1 Apr - 2 Apr
Blissful South End Studio
Iron/ironing board, WiFi, bed sheets

The Chester: Hip, Renovated, South End

The Chester: Hip, Renovated, South End
South End
10.0 out of 10, Exceptional, (2 reviews)
"Nice room. Good location "
United States
Abenamar A.
The price is HK$851
HK$2,530 total
includes taxes & fees
29 Mar - 30 Mar
The Chester: Hip, Renovated, South End
Exterior

Unique South End Studio

Unique South End Studio
Back Bay
The price is HK$586
HK$1,737 total
includes taxes & fees
1 Apr - 2 Apr
Unique South End Studio
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.4 out of 10, Very good, (8 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is HK$954
HK$2,285 total
includes taxes & fees
29 Mar - 30 Mar
Stylish Back Bay Retreat, Steps from Prudential
Fridge, microwave, oven, stovetop

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (23 reviews)
"We had a fabulous time! It was nice to be able to travel with the dogs and having the fenced yard made it great for the dogs. We were able to visit all our relatives w/o displacing anyone, like before.We will be coming back!"
United States
VERNE W.
The price is HK$852
HK$1,604 total
includes taxes & fees
2 Apr - 3 Apr
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
TV

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (13 reviews)
"Nice visit"
United States
Nate P.
The price is HK$1,158
HK$2,937 total
includes taxes & fees
1 Apr - 2 Apr
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Iron/ironing board, WiFi, bed sheets

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is HK$924
HK$1,529 total
includes taxes & fees
31 Mar - 1 Apr
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
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, (160 reviews)
"Great location, clean and great 😌 "
United States
Catherine
Maverick Suites at 245 Newbury St
Desk, iron/ironing board, WiFi, bed sheets

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!

The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
Fenway–Kenmore
The price is HK$959
HK$3,908 total
includes taxes & fees
30 Mar - 31 Mar
The only 4 Bedroom Apartment w/ Roofdeck in Boston! 8min from Fenway Park, close to universities!
TV

3BR Dorchester Boston, Free Parking, Pet-Friendly, Near Franklin Park - 558/1

3BR Dorchester Boston, Free Parking, Pet-Friendly, Near Franklin Park - 558/1
Dorchester
9.0 out of 10, Wonderful, (11 reviews)
"Had a great stay! The apartment was nice and the host was flexible and accommodating. I would recommend."
United States
Andrew M.
The price is HK$845
HK$2,339 total
includes taxes & fees
30 Mar - 31 Mar
3BR Dorchester Boston, Free Parking, Pet-Friendly, Near Franklin Park - 558/1
2 bedrooms, WiFi, bed sheets

Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks
West Cambridge
8.4 out of 10, Very good, (31 reviews)
"Perfect location for Head of the Charles Regatta!"
United States
Kristy R.
The price is HK$908
HK$1,961 total
includes taxes & fees
31 Mar - 1 Apr
Great Apartment on River/ Harvard Square two blocks
Smart TV

NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.
Watertown
10.0 out of 10, Exceptional, (51 reviews)
"Pefect location for us to be near family. Hosts were extremely accomodating and apartment had every little detail provided for. We would absolutely stay again!"
United States
Sherry K.
The price is HK$1,010
HK$1,792 total
includes taxes & fees
6 Apr - 7 Apr
NEW Modern Apartment Near Boston & Harvard Square.
Smart TV, fireplace

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, (4 reviews)
"Very nice and private. Reasonably close to commuter lines into Boston."
United States
Jenny S.
The price is HK$1,016
HK$1,659 total
includes taxes & fees
30 Mar - 31 Mar
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Dining

4BR Pet-Friendly Home w/ 4 Parking Randolph - 17

4BR Pet-Friendly Home w/ 4 Parking Randolph - 17
Randolph
10.0 out of 10, Exceptional, (4 reviews)
"It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston"
United States
Nicholas P.
The price is HK$1,190
HK$2,918 total
includes taxes & fees
31 Mar - 1 Apr
4BR Pet-Friendly Home w/ 4 Parking Randolph - 17
2 bedrooms, iron/ironing board, WiFi

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

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Dedham
9.0 out of 10, Wonderful, (10 reviews)
"Very easy and accommodating stay right outside of the city. Would recommend for a stay. "
United States
Nolan B.
The price is HK$1,055
HK$2,087 total
includes taxes & fees
7 Apr - 8 Apr
Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi
Interior

14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton

14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
Milton
9.4 out of 10, Exceptional, (11 reviews)
"Enjoyable and comfortable, great spot to chill."
United States
Roxana R.
The price is HK$1,615
HK$3,070 total
includes taxes & fees
5 Apr - 6 Apr
14/1 - SPRING GETAWAY EARLY BIRD 10%! 3-bedroom apartment in peaceful Milton
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, (340 reviews)
"Clean"
United States
Kristin
The price is HK$782
HK$1,664 total
includes taxes & fees
29 Mar - 30 Mar
Maverick Suites at 28 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)
"Overall comfortable stay"
United States
Jolly J.
The price is HK$1,259
HK$1,582 total
includes taxes & fees
29 Mar - 30 Mar
Charming 2-bedroom apartment with WiFi, AC in superb Canton
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

Courtyard by Marriott Boston-Cambridge

Courtyard by Marriott Boston-Cambridge

10/10 Excellent
"All good"
Suvarna 1-night trip
Posted 2 hours ago
Courtyard by Marriott Boston-Cambridge

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

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?

Cozy Apartment | Near T: This holiday home rental outside of Ashland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.