Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Rockport

5 out of 5 average rating, 43 reviews

New South End Home Quiet Lane To Old Garden Beach

SamiRating, 5 stars3 months ago
Judy was a great host, very gracious and the place is beautiful. We loved walking around the area and would love to come back!
Guest favorite

Home in Plymouth

4.82 out of 5 average rating, 308 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

TravisRating, 5 stars1 week ago
Great location and stay. My wife and I felt very comfortable.
Guest favorite

Home in Coventry

4.86 out of 5 average rating, 128 reviews

Awesome 3 bed vacation lake house. Great location!

DavidRating, 5 stars2 months ago
It’s was great place I just wish it had 2 restrooms but I know Rhode Island doesn’t have many homes like that I was totally satisfied
Guest favorite

Tiny home in Falmouth

4.97 out of 5 average rating, 38 reviews

Chadatopia, Quaint cottage retreat at happy hollow

MikeRating, 5 stars5 months ago
This place was excellent. Short drive to town. Peaceful, beautiful yard. Clean and comfortable place. And Chad was a great host. I highly recommend!
Guest favorite

Home in Scituate

4.95 out of 5 average rating, 19 reviews

Button Beach Cottage

Lawrence (Larry)Rating, 5 stars2 months ago
My family stayed over Thanksgiving 2024. The space was clean, pleasantly appointed and in a nice neighborhood. We would return.
Guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 137 reviews

Renovated cottage w water views and walk to beach

CandiceRating, 5 stars2 months ago
We were lucky to stay at Angela’s gorgeous cottage for the week of Thanksgiving. It was the perfect break for my son who goes to school in Boston and close to extended family and friends. The house is very comfortable for a family of 4. It’s quiet though not isolated and within walking distance to Iggy’s and the water. Rooms are bright and warm. The kitchen had everything we needed. Towels were plenty, fluffy and just-like-home. Angela has thought through her guest’s experience and made sure to have whatever might be needed.
Guest favorite

Home in Fairhaven

4.93 out of 5 average rating, 102 reviews

Cozy Beach House with 270° Spectacular Views

JohnnyRating, 5 stars1 week ago
Fantastic stay. The pictures on here definitely don’t do it justice! The views are absolutely stunning during golden hour, and the area is super quiet and relaxing. Very clean and comfortable too. The couch and chair in the living area are SO comfortable, I could hang out there all day! I feel like I experienced every weather condition when I was here. I witnessed a warm sunny day, a rainy foggy evening, a windy and cloudy evening, and a winter wonderland all within a few days. I can’t choose which was my favorite to view from the deck! Absolutely would return. ✨
Superhost

Cottage in Fairhaven

4.83 out of 5 average rating, 213 reviews

Cottage by the Bay

DavidRating, 5 stars3 weeks ago
We were visiting New Bedford for the weekend, and this spot made things convenient. A short drive had us downtown New Bedford, and it was nice to come back to the quiet cottage. We also enjoyed a few walks down to the water from the cottage. We would gladly stay here again. :)
Guest favorite

Home in Rockport

5 out of 5 average rating, 14 reviews

Adorable renovated house, steps from Front Beach

EmilyRating, 5 stars4 months ago
Gretchen’s house is a charming, two-story one on a very nice and quiet little street. The furnishings are pretty and tasteful, and there is comfortable living room furniture, as well an excellent beds and pillows. Our favorite thing was its location, within very easy walking distance from a gorgeous park and beach. Downtown was also reachable via a short walk. We did some of our own cooking and found everything we needed. Gretchen was an especially nice and responsive hostess. If we were lucky enough to get to Rockport again, I would want to stay there.
Superhost

Home in Rockport

5 out of 5 average rating, 3 reviews

Experience Classic New England-walk to beach&shops

ChrisRating, 5 stars1 week ago
Great house. Great location, house served me and 5 others spectacularly. Highly recommended
Guest favorite

Home in North Falmouth

5 out of 5 average rating, 14 reviews

Luxury-Waterfront-Pets OK-Large Family-Bike Path

JasperRating, 5 stars4 months ago
Keith and Amy's place was outstanding! The location was secluded, scenic, and peaceful, yet close to everything Falmouth has to offer. The house was beautiful and ideal for getting ready for my wedding with my groomsmen and parents. It was more spacious than I expected and super clean and comfortable. Likely the nicest Airbnb I've stayed in and I encourage anyone to jump on the opportunity to stay here for a week or weekend on the Cape.
Guest favorite

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

RachelRating, 5 stars6 days ago
Our stay at this lovely Scituate Coastal Retreat was fabulous. The house was immaculately clean and the decor was perfection. The common areas were cozy, but spacious and the kitchen was well stocked with any tools/utensils we needed. Beds were comfortable and our party of 4 adults had plenty of room. The hosts left great suggestions for local dining and the house was only a 2 min drive (15min walk) to downtown Front St restaurants and shopping. Host Andrew was very responsive and wonderfully accommodating, allowing for a later check-out when requested. We were staying in the Winter, so perhsps check out time may not be as flexible in the warmer months. Check-in & check-out was a breeze! We hope to rent this property again. Thank you Andrew & Madeline!

Popular amenities for Ashland vacation rentals

Stay near Ashland's top sights

Jack's Abby Craft Lagers23 locals recommend
Hopkinton State Park19 locals recommend
Trader Joe's13 locals recommend
Whole Foods Market10 locals recommend
ātac: downtown arts + music9 locals recommend
Framingham State University9 locals recommend

Other great vacation rentals in Ashland

Superhost

Apartment in Revere

4.81 out of 5 average rating, 108 reviews

Home away from home Beach,Logan,Encore, DownTown

LucasRating, 5 stars3 weeks ago
I felt at home, the host was very kind, respectful and responsive. Great neighborhood, near to the Logan Airport, shopping centers and restaurants. The house is very clean and well arranged. It’s also very peaceful. We had so much fun staying there.
Guest favorite

Cottage in Bourne

4.79 out of 5 average rating, 103 reviews

Adorable Gray Gables Beach Cottage

MichaelRating, 5 stars3 months ago
Great location and the house was exactly as described. Perfect get-a-way. Particularly enjoyed the short walk to the beach for sunrise and sunset strolls!
Superhost

Apartment in North End

5 out of 5 average rating, 4 reviews

Modern and spacious lovely home

ManjushaRating, 5 stars1 month ago
We had a wonderful stay at this place! The property was exactly as described – clean, cozy, and in a perfect location. Host was incredibly friendly and responsive, and checking in to make sure everything was going well. The extra touches, like fresh towels and snacks, really made a difference. Highly recommend this place for anyone visiting Providence, RI. Would definitely stay again!
Guest favorite

Home in Hull

4.95 out of 5 average rating, 21 reviews

Every room a water view updated kitchen & bath

JohnRating, 5 stars4 weeks ago
Excellent experience. Easy check in and the place was perfect, she even had some snacks waiting for us upon arrival. Easy walk to the ferry into Boston, and easy parking. It was winter, but there were plenty of outdoor activities so we'd love to come back during the summer. Older house but so charming and great location. Overall great communication before, during, and after; she even offered to ship a shoe my niece left behind to us. Would love to come back and would absolutely recommend to anyone looking for a great place in Hull.
Superhost

Home in Wareham

4.93 out of 5 average rating, 14 reviews

Private home, secluded 6 acre lot with water view

JaredRating, 5 stars5 months ago
Rebecca’s house in Wareham was a blessing! She is an attentive and responsive host, any concerns I had she was able to resolve immediately. We found ourselves wishing we had booked a longer stay to enjoy everything there was to offer!! Thank you Rebecca!
Guest favorite

Home in Wareham

5 out of 5 average rating, 25 reviews

Spacious home with beach access and amenities

MaeganRating, 5 stars3 months ago
Abdel’s place was perfect for our family weekend getaway. Home was spacious and very clean. Had everything we needed (even toys for my toddler and our dog!). My whole family was very comfortable. Neighborhood was walkable and beach was easily accessible. Sunsets were spectacular! Would stay again!
Superhost

Home in Falmouth

4.75 out of 5 average rating, 4 reviews

NEW! 2 Houses, Main House plus Guest House

CassandraRating, 5 stars5 months ago
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!
Guest favorite

Apartment in Windham County

4.95 out of 5 average rating, 41 reviews

Woodpecker’s Nest

DawnRating, 5 stars2 months ago
Great place for us and our dogs. We would definitely come back. House was well stocked and clean and had everything we needed to feel right at home!

Destinations to explore