Ashland Vacation Rentals from ￥21,978: Search Short-Term Rentals

Q: 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 free 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.

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Vacation Rentals in Ashland

Stunning staircase with a classic design, featuring a handrail and wooden balusters, surrounded by a mix of textures and a large planter.

"Our large family doesn’t fit in a hotel easily, but this house was perfect. Everybody had personal space, but the places for us all to gather were great too. Dang made everything easy from check in to check out. We will definitely be staying here again!"

￥157,459 total

includes taxes & fees

Jul 28 - Jul 29

Relax in a stylish space with a flat-screen TV above a cozy fireplace and a vibrant abstract painting.

"Lovely, comfortable apartment, lovely, gracious hosts."

￥55,376 total

includes taxes & fees

Jul 21 - Jul 22

Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and dark wood cabinetry.

"Just a group of friends getting ready for a weekend wedding- we couldn’t have asked for a better place - we all felt like we were at home. The communication was great. The pictures do this place no justice - the rooms are giant and there is PLENTY of space for your group"

￥43,775 total

includes taxes & fees

Jul 21 - Jul 22

Relax in this serene bedroom with a large bed, striped bedspread, and comfortable sofa.

"My friends and I recently stayed here, and we would highly recommend other people to stay here as well. Jenny was a great host and always super responsive when I had any question. She made sure my friends and I had everything we needed (which wasn't much because the house came with everything we needed). Overall, it was the perfect place for me and my friends, and I am glad we got to stay here! "

￥131,785 total

includes taxes & fees

Aug 10 - Aug 11

Stunning two-story home with a charming front porch and central staircase.

￥95,523 total

includes taxes & fees

Jul 13 - Jul 14

Enjoy cooking in this well-equipped kitchen with an oven, stovetop, and coffee maker.

"This property was exactly as advertised. Very clean, lots of extra touches such as hair dryers in both bathrooms, body wash, liquid soap, lots of dishes, cookware (although we didn't use any). Mr and Mrs. Lee were extremely responsive to any issues or questions we had. Also, large washers and dryers (3 sets) in basement as well as laundry detergent and softener (no dryer sheets, but that was not a big deal). Just one small hiccup when we found a fair amount of ants in the kitchen. There was...

￥74,298 total

includes taxes & fees

Jul 13 - Jul 14

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and dishwasher.

￥72,785 total

includes taxes & fees

Jul 21 - Jul 22

￥58,405 total

includes taxes & fees

Jul 21 - Jul 22

Enjoy a spacious living area with a kitchen, dining space, and large windows.

"House is super clean, easy parking. "

￥106,197 total

includes taxes & fees

Jul 21 - Jul 22

"Great place with very usable space. Quiet yet very convenient --- walking distance to CVS and several restaurants, a grocery store, and more. "

￥58,485 total

includes taxes & fees

Jul 16 - Jul 17

"The apartment looks recently renovated, is clean and spacious,the mattresses were really good"

￥71,518 total

includes taxes & fees

Jul 30 - Jul 31

"Excellent host and property. Would recommend to friends and family! "

￥63,220 total

includes taxes & fees

Jul 21 - Jul 22

Enjoy cooking in the well-equipped kitchen with a stove, range hood, and island, and dine in the adjacent dining area with a table and chairs.

"unclean, uninviting"

￥79,482 total

includes taxes & fees

Aug 12 - Aug 13

Relax in this stylish living room with a plush sofa, fireplace, and flat-screen TV.

"Good. Part of neighborhood was a little sketchy. Good to get downtown."

￥140,358 total

includes taxes & fees

Jul 28 - Jul 29

Stunning two-story home with a central entrance, flanked by windows, surrounded by lush greenery and a charming front porch.

￥33,321 total

includes taxes & fees

Jul 27 - Jul 28

￥74,122 total

includes taxes & fees

Jul 15 - Jul 16

Stunning staircase with a handrail and carpeted steps, leading to a door with a decorative glass panel.

"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."

￥73,793 total

includes taxes & fees

Aug 6 - Aug 7

Stylish two-story home with a central entrance, flanked by windows with shutters, and a charming picket fence.

"Excellent property; easy to work with owners."

￥78,984 total

includes taxes & fees

Jul 15 - Jul 16

￥210,888 total

includes taxes & fees

Jul 27 - Jul 28

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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!

Recent reviews of Ashland properties

5/5 Excellent

"I really enjoyed the rooftop pool which was great to cool down after a hot day sight seeing! The rooms were clean and very spacious. "

A verified traveler stayed at The Colonnade Hotel Back Bay

Posted 15 hours ago

5/5 Excellent

"Very fabulous hotel, combination of Scandinavian functionality and aesthetics. Everything in the room (tiny, but not as tiny as a Japanese hotel room) is so well-thought out. The iPad controls everything in the room: lights, curtains, TV, temperature etc. The night curtain truly blacks out the room. The mattress is not saggy - super comfortable. The light in the bathroom changes colour on command; there’s also a memory game to play (“Marvin” changes the colour of the light and you have to repeat). Breakfast alternates between two options. Free flat, sparkling and hot water at the bar 24/7. My only issue is the smell of sewage from bathroom. Not overpowering but noticeable. Overall, a delightful stay! Thanks citizenM!"

A verified traveler stayed at citizenM Boston Back Bay

Posted 2 days ago

5/5 Excellent

"Splurging on this room at the Lenox in Boston was well worth it, We had been traveling the East Coast for a while, and this hotel is our top choice. The room was beautiful, the shower is incredible, and the coffee quality in the morning is equal to a luxurious Italian bistro. If I were to mention some things worth improving, it would be the size of the fitness center. Most centers are quite small, and one can do most exercises, but it would be nice to have a larger room. All of our needs were met, and the location allowed us to take advantage of the city and shopping locales around us. The staff was kind and helpful, asking me whether I'd like a bottled water as I made my way down to the fitness center in the morning (the center is just behind the front desk, downstairs). When we return to Boston, we'll make sure to visit The Lenox once again. "

A verified traveler from Portland stayed at The Lenox Hotel Boston

Posted 2 days ago

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 free 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.

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Ashland Vacation Rentals

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Vacation Rentals in Ashland

Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.

Grandeur Living near Boston - 3bed 1 bath

Opulence Living close to Boston- Family and pet friendly

Stylish 4 Bedroom Townhouse in Boston, Walkable to Train, Quiet & Safe Area

Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View

85a Charming, Cozy 3BR, 2BA Home Near Downtown Boston

85b Spacious 3-bedroom apartment in delightful Boston

Comfortable and Central 3 Bed Apartment

Amazing family and group-friendly accommodation #TheBackDorch

558/2 - 3BR Boston - Modern Nest near Franklin Park

558/1 - 3BR Boston - Modern Nest near Franklin Park

558/3 - 3BR Boston - Modern Nest near Franklin Park

3-bedroom luxury townhome in charming Boston with WiFi, AC and private parking

Lovely 2 bedroom condo 5 mins from downtown

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Spacious 3BR for 10 | Prime Boston Location

Hidden Gem right in the city of Boston!

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Central Square 3BR Condo with Downtown View, Gym and Parking! 8 Sleeps

Find out more about Ashland

Recent reviews of Ashland properties

The Colonnade Hotel Back Bay

Copley House

Hotel Commonwealth

The Arcadian Hotel

Hyatt Regency Boston/Cambridge

citizenM Boston Back Bay

Copley Square Hotel, a FOUND Hotel

The Lenox Hotel Boston

The Westin Copley Place, Boston, a Marriott Hotel

Frequently asked questions