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Ashland Vacation Rentals

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Vacation Rentals in Ashland

Living area
Lovely 3 bedroom 2 bath “6 miles from downtown”
10.0 out of 10, Exceptional, (3)
"The host was very responsive and the unit has everything you can think of to feel comfortable for your stay. Clean and very beautiful home. 10/10 experience I would highly recommend and book this unit again."
The price is $425
$886 total
includes taxes & fees
May 28 - May 29
Lovely 3 bedroom 2 bath “6 miles from downtown”
Pool
BRAND NEW 3bds/2bths in a small & friendly neighborhood. Mins away from Boston.
10.0 out of 10, Exceptional, (24)
"The apartment was very clean and bright. It was everything the pics showed online. The snacks and beverages that were left for us was great! The on-site parking available behind the apt was fantastic so we could leave our SUV and take Ubers into downtown. Would recommend to others. Thanks Tom and Helen"
BRAND NEW 3bds/2bths in a small & friendly neighborhood. Mins away from Boston.
Property grounds
Beautiful studio in historic neighborhood of Boston. Super close to downtown!
10.0 out of 10, Exceptional, (6)
"Great people in a nice neighborhood, would do it again and probably will"
Beautiful studio in historic neighborhood of Boston. Super close to downtown!
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Fridge, microwave, oven, stovetop
Renovated Boston Condo | near T
10.0 out of 10, Exceptional, (1)
"The location is perfect. Quick access to downtown JP and the T to Boston. Franklin Park was part of our daily activity for a nature walk. Things we look for in VRBOs: comfy beds, clean, good common gathering space. A+ across the board. The seating in the living could use a few more seats since you could have 9 people sleeping in the apartment, but we made use of the giant dining table in the open kitchen and living area. For the 5 of us, it was more than ample! The space is incredibly clean...
The price is $207
$521 total
includes taxes & fees
Jun 10 - Jun 11
Renovated Boston Condo | near T
Fridge, microwave, oven, stovetop
*Cozy, Convenient Boston. Indulge, you deserve it*
10.0 out of 10, Exceptional, (7)
"This is a very cute little apartment that worked perfectly for 2 grandparents, 2 parents, and 2 teens. It is conveniently located and very welcoming. When visiting family in Boston, we will most definitely attempt to book again!"
The price is $185
$442 total
includes taxes & fees
Jun 2 - Jun 3
*Cozy, Convenient Boston. Indulge, you deserve it*
Smart TV, books
NEW! Cozy Boston Condo Near MBTA, 3Mi to Fenway! U1
10.0 out of 10, Exceptional, (1)
"The condo was exactly as advertised and fitted our needs well. Check in process was simple and easy. I would recommend this property."
NEW! Cozy Boston Condo Near MBTA, 3Mi to Fenway! U1
Property grounds
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
10.0 out of 10, Exceptional, (24)
"I was drawn to this home’s photos. Staying here was an enjoyable change from staying at a hotel. When I arrived, Fiona provided a warm welcome, quick tour and introduction to the home’s features. Some highlights were: Norwegian furniture, high end kitchen appliances, large smart TVs, sauna and electric bending beds! The bathroom had its own digital temperature control for a warmer, cozier feeling - particularly when stepping out the shower. The shower was wall-less and had two rain-shower shower...
The price is $300
$534 total
includes taxes & fees
May 21 - May 22
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
Pool
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (82)
"We came for my graduation and everything was awesome. Driving to the inner city can be chaotic. This was just close enough where we could enjoy the piece and quiet at the end of the day, while still being close to where wr needed to be. Everything was clean and beautiful. If you have the opportunity to stay here, do it. You will not regret it."
The price is $126
$320 total
includes taxes & fees
Jun 4 - Jun 5
Beautiful Retreat close to Downtown Boston. Pets friendly.
Dining
Fantastic 2 Bedroom Apartment Near Downtown
9.8 out of 10, Exceptional, (89)
"Very pleasant. Roomy, clean, well equipped. Neighborhood somewhat run down. On south side of city while tourist sites are on North side. We used Uber a lot. Overall nice stay. Thank you."
Fantastic 2 Bedroom Apartment Near Downtown
Interior
Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (22)
"The property worked out well for us and Cutis was a very helpful and gracious host. Everything worked out fine for us and we appreciated his helpfulness"
Boston's Finest New Renovated Apartment
Living area | Smart TV
* Beautiful condo 1st floor walk to public trans T mins to downtown Boston
9.8 out of 10, Exceptional, (28)
"Everything was clean and all the amenities covered in the cute townhouse! I did not do as much research as I should have into neighborhoods / areas, as most of my events were downtown or in north Boston, but ride share services were plentiful and not too expensive. Thanks for a great stay for our group!"
* Beautiful condo 1st floor walk to public trans T mins to downtown Boston
Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (49)
"Cozy accommodations close to Back Bay and Fenway. A little too cozy for a couple - better for a solo leisure stay (no desk or working space). Rooms in pics look bigger than what it actually is. Garden level rooms will be a bit noisy. Excellent location and spotless and good security. "
28 Fenway
Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (829)
"The suite was beautiful, clean and fully stocked. Only stayed one night but if we come back to the area, we will definitely stay here!"
The price is $179
$200 total
includes taxes & fees
May 27 - May 28
Crescent Suites Hotel
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (143)
"Great location, walking distance to Fenway. Very pleasant experience, would highly recommend."
Charlesgate Suites
Fridge, microwave, oven, stovetop
233/1 Entire modern apartment Boston
9.6 out of 10, Exceptional, (17)
"This is a nice property for a big group. Clean. Basic supplies. Few items like hangers were missed, but Jennifer replaced them promptly. No coffee maker but a kennel machine. Unfortunately, the neighborhood is raking unsafe. Also, it is 20 min from any major attraction. "
The price is $145
$374 total
includes taxes & fees
May 27 - May 28
233/1 Entire modern apartment Boston
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (779)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is $248
$293 total
includes taxes & fees
May 27 - May 28
No. 284 powered by Sonder
Property grounds
Cozy & comfy in-law suite with Boston skyline view
9.2 out of 10, Wonderful, (13)
"Really loved the space, both inside and out! Camille was super communicative and responded quickly to questions."
Cozy & comfy in-law suite with Boston skyline view
Suite, 1 Double Bed, Accessible | 1 bedroom, individually decorated, individually furnished
Sonder The Magnolia
3.5 star property
9.0 out of 10, Wonderful, (32)
"The room/unit we were in was above shake shack so you could here the music and noise from the restaurant. Location was great for us though it was Midway between fenway and Boston common in back bay. We took the free logan express bus to back bay and the room was 1 block away. Only $3 to go back to the airport. "
The price is $327
$386 total
includes taxes & fees
May 23 - May 24
Sonder The Magnolia
Smart TV, fireplace, books, video library
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
9.0 out of 10, Wonderful, (26)
"The person using the unit above us was very loud, unfortunately during the nighttime when we were trying to sleep. There was an abundance of weed smell/smoke in the hallyway that thankfully did not get into our unit. The kitchen lacked a great many amenities/supplies. The unit was very clean and the beds were comfortable. The TV worked great and the internet was reliable."
The price is $239
$507 total
includes taxes & fees
Jun 2 - Jun 3
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
Property grounds
Newly Renovated Modern Retreat l Near T
9.0 out of 10, Wonderful, (7)
"Great stay and very convenient to visit Boston. Very spacious if you have a big group. I would suggest some hooks in bathrooms and near door. We couldn’t hand towels or jackets. Very minor suggestion, overall great stay."
The price is $359
$735 total
includes taxes & fees
May 27 - May 28
Newly Renovated Modern Retreat l Near T
Don't see what you're looking for?
See all available properties in Ashland
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.

Ashland Vacation Rental Travel Info

Popular accommodation
Ashland private vacation homes
Known landmarks
Apex Entertainment Center, Fun and Games Family Entertainment Center and Hopkinton State Park
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Ashland you may be interested in

Exterior
Copley Square Hotel
4.0 star property
8.4 out of 10, Very Good, (2290)
"Great property "
The price is $174
$203 total
includes taxes & fees
May 27 - May 28
Copley Square Hotel
Indoor pool, sun loungers
Sheraton Boston, a Marriott Hotel
4.0 star property
8.4 out of 10, Very Good, (1552)
"Na"
The price is $195
$227 total
includes taxes & fees
May 26 - May 27
Sheraton Boston, a Marriott Hotel
Room, 2 Queen Beds | Desk, laptop workspace, blackout drapes, iron/ironing board
Four Points by Sheraton Boston Newton
3.5 star property
8.2 out of 10, Very Good, (2044)
"Room was very hot, despite our thermostat being set to 60 degrees AC. Smelled like someone smoked in the room prior to us. "
The price is $147
$164 total
includes taxes & fees
Jun 2 - Jun 3
Four Points by Sheraton Boston Newton
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.

Everything you need to know about Ashland vacation rentals

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

Ashland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation 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 vacation.

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 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.

What can I see and do in Ashland?

Ashland State Park and Hopkinton State Park are a couple of lovely local spots to get outside and enjoy nature. Gillette Stadium and Framingham State University are a couple of places you'll find in the larger area.

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.

Recent reviews of Ashland properties
Expedia verified reviews

The Westin Waltham-Boston

The Westin Waltham-Boston

5/5 Excellent
"Nice and clean up to other standards "
A verified traveler stayed at The Westin Waltham-Boston
Posted 20 hours ago
The Westin Waltham-Boston