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Ashland Vacation Rentals

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Vacation Rentals in Ashland

Our top choices for Ashland vacation rentals

Maverick Suites at 28 Fenway

3.0 star property
8.8 out of 10, Excellent, (264)
"Great location"
$199 nightly
The price is $229
Sep 23 - Sep 24
Total with taxes and fees
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (1075)
"Very pleased with hotel. "
$154 nightly
The price is $173
Sep 14 - Sep 15
Total with taxes and fees
Crescent Suites Hotel

907 Main Hotel Central Square, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (518)
"Great hotel!"
$301 nightly
The price is $349
Sep 28 - Sep 29
Total with taxes and fees
907 Main Hotel Central Square, Sonder by Marriott Bonvoy

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very Good, (251)
"I liked the location very much! "
$188 nightly
The price is $210
Sep 11 - Sep 12
Total with taxes and fees
Maverick Suites at 89 Marion

The Chester Hotel

4.0 star property
9.0 out of 10, Wonderful, (19)
"Great place to stay in Boston and near colleges."
$364 nightly
The price is $418
Sep 10 - Sep 11
Total with taxes and fees
The Chester Hotel

Maverick Suites at 245 Newbury St

2.0 star property
8.2 out of 10, Very Good, (139)
"Clean. Great location. "
$242 nightly
The price is $278
Sep 22 - Sep 23
Total with taxes and fees
Maverick Suites at 245 Newbury St

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very Good, (198)
"The property is clean and spacious. Quiet place."
$110 nightly
The price is $123
Sep 28 - Sep 29
Total with taxes and fees
Residences at Solomon Pond

Charlesgate Suites

3.5 star property
9.4 out of 10, Exceptional, (186)
"Awesome property, conveniently located near everything, especially Fenway. Definitely will stay here again. "
$412 nightly
The price is $474
Sep 11 - Sep 12
Total with taxes and fees
Charlesgate Suites

No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

4.0 star property
9.4 out of 10, Exceptional, (933)
"Beautiful property "
$318 nightly
The price is $375
Sep 22 - Sep 23
Total with taxes and fees
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy

Maverick Suites at 402 Columbus Ave

2.5 star property
7.8 out of 10, Good, (60)
"Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!"
$190 nightly
The price is $218
Sep 21 - Sep 22
Total with taxes and fees
Maverick Suites at 402 Columbus Ave

Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

3.5 star property
8.8 out of 10, Excellent, (70)
"Great place , size of the apartment , very clean"
$353 nightly
The price is $416
Sep 28 - Sep 29
Total with taxes and fees
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay

Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

4.0 star property
8.8 out of 10, Excellent, (262)
"Great location for a family close to Fenway. Beds were a little hard. "
$332 nightly
The price is $391
Sep 22 - Sep 23
Total with taxes and fees
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Maverick Suites at 400 Columbus Ave

2.0 star property
7.4 out of 10, Good, (120)
"Great place to stay with close proximity to the city "
$190 nightly
The price is $218
Sep 21 - Sep 22
Total with taxes and fees
Maverick Suites at 400 Columbus Ave

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

8.0 out of 10, Very Good, (5)
"Great location for a long weekend in Boston! "
$474 nightly
The price is $541
Sep 11 - Sep 12
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT

60-2 3BR Boston - Modern Apt near Franklin Park

9.8 out of 10, Exceptional, (8)
"The space looks like it was just renovated. It was clean and had new appliances. The bed rooms all have one bed and a bunk bed. You could really cram a lot of guess in the house. The living space is large with a sectional sofa that can fit 6-8, a kitchen table with room for 6. The parking spots in back are pretty tight, but there was plenty of street parking out front. If you have a bigger vehicle, I'd park out front."
$307 nightly
The price is $353
Sep 9 - Sep 10
Total with taxes and fees
60-2 3BR Boston - Modern Apt near Franklin Park

Large victorian home 15 mins from downtown lots of local restaurants and bars

8.6 out of 10, Excellent, (4)
"Host was quick to respond and helpful. It had very spacious living area. There is a king bed, all the "queen" beds were actually doubles. There were bath towels but no washcloths. There was a Keurig, not coffee maker as advertised. It was sufficient for our two day stay. We had a great visit to Boston. The house location was easy driving to the harbor walk and seaport district. We were able to Uber relatively cheap to Fenway and downtown Boston. It was overall a good experience with this host. ...
$1,068 nightly
The price is $1,228
Sep 9 - Sep 10
Total with taxes and fees
Large victorian home 15 mins from downtown lots of local restaurants and bars

Lovely 3 bedroom 2 bath “6 miles from downtown”

9.4 out of 10, Exceptional, (8)
"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."
$771 nightly
The price is $886
Sep 9 - Sep 10
Total with taxes and fees
Lovely 3 bedroom 2 bath “6 miles from downtown”

Great Apartment on River/ Harvard Square two blocks

2.0 star property
9.0 out of 10, Wonderful, (19)
"Great location, everything we needed for Boston Calling!"
$280 nightly
The price is $321
Sep 9 - Sep 10
Total with taxes and fees
Great Apartment on River/ Harvard Square two blocks

60-3 3BR Boston - Sleek Apartment near Franklin Park

9.6 out of 10, Exceptional, (14)
"Wonderful stay! I would happily return back to this apartment !! "
$345 nightly
The price is $397
Sep 9 - Sep 10
Total with taxes and fees
60-3 3BR Boston - Sleek Apartment near Franklin Park

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (67)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
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

Find out more about Ashland

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 $123 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?

Hidden Gem right in the city of Boston!: Visitors like this Ashland vacation home rental. It is located near skiing and offers a selection of games, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.