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Ashland Vacation Rentals

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Vacation Rentals in Ashland

Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (48)
"It was a very nice and quite place to stay."
28 Fenway
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (333)
"2.5km Walk to Fenway, lost of shopping and dining near by, the best is that each room has individual wifi! So no sharing. Very safe area around MIT "
The price is CA $403
CA $467 total
includes taxes & fees
May 27 - May 28
Sonder 907 Main
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (777)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is CA $373
CA $440 total
includes taxes & fees
Jun 7 - Jun 8
No. 284 powered by Sonder
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Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (825)
"Our quick one night stay was great! Dana was very helpful at check in- a map of all the walkable restaurants for dinner and a recommendation for breakfast. The room was clean and the bed was comfortable. Would definitely stay here again."
The price is CA $243
CA $272 total
includes taxes & fees
May 27 - May 28
Crescent Suites Hotel
Exterior
245 Newbury St
2.0 star property
8.0 out of 10, Very good, (78)
"Great location, no frill accommodations but it has all the basics. We come to Boston regularly, and you aren’t going to find a better location. If you are looking for an upscale place to stay, this isn’t it. But if you are looking for a clean, nice place with a great location, this is it. "
The price is CA $269
CA $435 total
includes taxes & fees
May 28 - May 29
245 Newbury St
Iron/ironing board, free WiFi
400 Columbus Avenue
2.0 star property
7.6 out of 10, Good, (52)
"I'm giving this a five-star rating based on the value for the money, not because it is a five-star hotel. It was much less than anything else I could find and it served the purpose. It was clean, had the basic amenities (bed, shower, kitchenette, and Wifi), and is walking distance to restaurants. Given the walkability of Boston, it's not that far from anything. I had a conference at the Harvard Medical School and often walked, sometimes taking an Uber when in a rush (about 1.5 miles)....
The price is CA $234
CA $394 total
includes taxes & fees
May 27 - May 28
400 Columbus Avenue
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very good, (131)
"Bed is noisy each time you move. TV was not working but the room was clean and in a nice building in a quiet and convenient location."
The price is CA $253
CA $404 total
includes taxes & fees
May 19 - May 20
89 Marion
Premier Apartment, 3 Bedrooms | Living area
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (170)
"Very nice "
The price is CA $574
CA $677 total
includes taxes & fees
May 27 - May 28
Sonder at Pierce Boston
Business centre
Residences at Solomon Pond
3.5 star property
8.0 out of 10, Very good, (91)
"Very convenient it was like a mini apartment studio would definitely stay there again"
The price is CA $158
CA $176 total
includes taxes & fees
May 19 - May 20
Residences at Solomon Pond
Pool
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (81)
"Very clean, cute place. Area is a bit off main roads/hard to find food around - plan ahead"
The price is CA $171
CA $435 total
includes taxes & fees
Jun 4 - Jun 5
Beautiful Retreat close to Downtown Boston. Pets friendly.
Apartment
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (143)
"Very well maintained bed and pillows are extremely comfortable and area is in a good location 8min walk from fenway and an average 10 to 15min uber drive to everything you'd love to see in boston"
Charlesgate Suites
Interior
Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (21)
"Curtis’s place was perfect for my family and I visiting Boston, MA!"
Boston's Finest New Renovated Apartment
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
Suite, 1 Double Bed, Accessible
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 CA $600
CA $708 total
includes taxes & fees
May 27 - May 28
Sonder The Magnolia
Fridge, microwave, oven, stovetop
233/3 Cozy modern apartment, Boston
8.4 out of 10, Very good, (6)
"Very convenient to where I needed to go during my trip to Boston."
The price is CA $216
CA $532 total
includes taxes & fees
May 27 - May 28
233/3 Cozy modern apartment, Boston
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 CA $230
CA $550 total
includes taxes & fees
May 20 - May 21
233/1 Entire modern apartment 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!
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 CA $325
CA $691 total
includes taxes & fees
May 20 - May 21
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking
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 CA $578
CA $1,205 total
includes taxes & fees
May 28 - May 29
Lovely 3 bedroom 2 bath “6 miles from downtown”
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 CA $250
CA $600 total
includes taxes & fees
Jun 2 - Jun 3
*Cozy, Convenient Boston. Indulge, you deserve it*
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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

Other types of properties in Ashland you may be interested in

Room, 2 Queen Beds
Four Points by Sheraton Boston Newton
3.5 star property
8.2 out of 10, Very good, (2037)
"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 CA $167
CA $186 total
includes taxes & fees
May 27 - May 28
Four Points by Sheraton Boston Newton
Exterior
Copley Square Hotel
4.0 star property
8.4 out of 10, Very good, (2279)
"Very convenient location, clean rooms and friendly staff. I will definitely come back!"
The price is CA $250
CA $291 total
includes taxes & fees
May 27 - May 28
Copley Square Hotel
Exterior
The Westin Copley Place, Boston, a Marriott Hotel
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Super convenient place to stay in the Back Bay. Nice large rooms. "
The price is CA $317
CA $410 total
includes taxes & fees
May 24 - May 25
The Westin Copley Place, Boston, a Marriott Hotel
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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland vacation rentals we have selected for you start as low as CA $158 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 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
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