Vacation rentals in Ashland

4.97 out of 5 average rating, 86 reviews

Home in Holliston

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

4.87 out of 5 average rating, 167 reviews

Home in Southborough

Luxury Living at its Best in X-Large 8 Beds Estate

The talk & admiration of the neighborhood. Airbnb Guests’ Favorite with over 130+ 5 Star Reviews. When you book, we aim to deliver everything that is described in order to earn the same 5 stars all around review from you. This large expansive 8 bedrooms, 4.5 baths estate home has had a complete renovation adding today’s high end touches, yet preserving old world charm. You will experience modern amenities, a massive kitchen & luxury living in a large open space. SORRY: We do not allow parties.

4.97 out of 5 average rating, 259 reviews

Guest suite in Dover

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Place to stay in Sherborn

4.97 out of 5 average rating, 297 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

5 out of 5 average rating, 234 reviews

Guest suite in Uxbridge

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

4.98 out of 5 average rating, 244 reviews

Home in Framingham

*Ready for Check-In*—1900s 2BR—25 Min to Boston

AVAILABLE NOW FOR CHECK IN ANYTIME TODAY 6/2! *Last Minute Discount* Welcome to our 1900s house! 1200sqft Private Apartment @ our 3-Rental Property Granite Kitchen w/Dishwasher + Essentials & Cookware Tiled Bathroom w/Bath & Shower 2 Queen Bedrooms 2 Desks & Chairs Recliner Sofa & Glider Loveseat Private Entrance Driveway Parking Laundry in Basement 25 Min Drive to Boston 15 Min Walk to Train 5 Min Walk to Jack's Abby Brewery 3 Min Walk to Park Fully Cleaned & Sanitized

Guest suite in Framingham

4.84 out of 5 average rating, 74 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

An exquisite and convenient I BR Modern suite nestled between Boston and Worcester is available for you. Bright and charm w/ a . Beautiful kitchen, remodeled bathroom and a bedroom. Private entrance w/ it’s lovely courtyard to sit outdoor, a free parking spot/ WiFi. The apartment is conveniently located to Babson and Wellesley College, both within 7 miles , FSU is 1 mile train station 2 miles , easy drive to Cape Cod. For all travelers & enjoy your stay her !

4.96 out of 5 average rating, 263 reviews

Apartment in Framingham

Comfortable apartment in Framingham

Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

Guest suite in Marlborough

4.87 out of 5 average rating, 284 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

4.94 out of 5 average rating, 52 reviews

Home in Framingham

Cozy en suite w/ high ceilings

Enjoy this peaceful oasis with backyard views of the tall pine forest and soothing sounds of a patio waterfall. Private entrance en suite features off street parking, air conditioning, easy access to major amenities. 10 minutes to Mass Pike. 5 minutes to Framingham State University. Very safe and easily walkable neighborhood. Use of propane fire pit upon request.

4.97 out of 5 average rating, 280 reviews

Guesthouse in Framingham

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

4.98 out of 5 average rating, 361 reviews

Apartment in Natick

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles.

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Other great vacation rentals in Ashland

4.81 out of 5 average rating, 112 reviews

Apartment in Revere

Home away from home Beach,Logan,Encore, DownTown

RachaelRating, 5 stars3 weeks ago

Stay was great. The only note was the tv sometimes froze and was unresponsive. Kinda of a bummer when you have been on your feet all day and just want some screen time before bed. Other than that the stay was great. The host was great and gave multiple recommendations of activities to do around the city. Everything was clean and private and a great price. Definitely recommend for your next stay.

4.94 out of 5 average rating, 128 reviews

Home in Westminster

Wachusett Mountain Get-Away

VanessaRating, 5 stars4 weeks ago

House was very nice and was perfect for us. Location was convenient to the activities we were attending. Thank you!

4.96 out of 5 average rating, 178 reviews

Cottage in Stow

White Pine Cottage

KandraRating, 5 stars1 week ago

We absolutely loved our stay. The home is tucked away on a quiet street and was incredibly peaceful. We enjoyed walking around the lake. All the neighbors were really friendly as well. The home itself is really cute and was a great place to call home for the weekend. The surrounding area had some great restaurants and is really close to the American Heritage Museum which is a must to visit if in the area. It was a perfect weekend getaway for us.

5 out of 5 average rating, 8 reviews

Apartment in North End

Beautiful and spacious lovely home

AlessandroRating, 5 stars1 month ago

Great host

4.84 out of 5 average rating, 125 reviews

Home in Worcester

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY

AlejandroRating, 5 stars1 week ago

An excellent place Second floor with stairs to get there, which makes it a little difficult if you have large suitcases Very good, spacious, well-equipped, comfortable, good location.

4.99 out of 5 average rating, 158 reviews

Guest suite in Thompson

Meadowside: Perfect Location w/ Endless Recreation

JonRating, 5 stars2 weeks ago

Excellent comms and prep for our visit. Beautiful lodging and surrounding environment. Impressive landscaping! We loved it. Very peaceful

4.84 out of 5 average rating, 223 reviews

Cottage in Fairhaven

Cottage by the Bay

JennaRating, 5 stars3 weeks ago

Great place to stay if you’re looking for a cute cottage in a good location. Short walk to views of the bay and close to other destinations. The cottage matched the description and pictures and was really cute inside. We’d love to stay again if we’re in the area and would recommend it to others!