Vacation rentals in Ashland

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.

4.98 out of 5 average rating, 244 reviews

Home in Framingham

2BR—Lovely 1900s Home—1200sqft—25 Min to Boston

Welcome to our Charming 1900s House! 1200sqft 2nd/Top Floor Private Apartment @ our 3-Rental Property **Children 10+ Welcome** Granite Kitchen w/ Dishwasher - Fully Equipped w/ Essentials & Cookware Tiled Bathroom w/ Bathtub & Shower 2 Queen Bedrooms 2 Desks & Chairs Reclining Sofa & Glider Loveseat Laundry Room (Basement) Patio & Grill Driveway Parking—2 Spaces Private Entrance 25 Min Drive to Boston 15 Min Walk to Train 5 Min Walk to Jack's Abby 3 Min Walk to Park Deep Cleaned & Sanitized

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.

4.95 out of 5 average rating, 154 reviews

Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 2 futons and a mattress. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

4.97 out of 5 average rating, 190 reviews

Guest suite in Uxbridge

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and offers a haven of peace and tranquillity after a busy day of exploring New England. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

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, 235 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.

4.96 out of 5 average rating, 264 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!

4.97 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.

4.96 out of 5 average rating, 178 reviews

Cottage in Stow

White Pine Cottage

Cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are visiting the area. Located in quiet neighborhood with very little traffic. Convenient to local farms, orchards, golfing, parks and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

4.98 out of 5 average rating, 362 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.

4.91 out of 5 average rating, 68 reviews

Apartment in Marshfield

FULLY RENO'D apt w/water views near beach& marina

CailinRating, 5 stars2 weeks ago

The place was super easy to find, easy to get into, and a short walk to the main downtown area. I went here with some girlfriends for a weekend away, and we had a great time! The place had plenty of space for sleeping and hanging out. The only drawback is the single bathroom, but was not a deal breaker for us. I would definitely recommend this place!

4.88 out of 5 average rating, 33 reviews

Home in Middletown

Little Creek Retreat - RIBryan Property

KaylaRating, 5 stars2 weeks ago

The house was perfect size for our bachelorette party. Lot's of rooms and the beds were very comfortable. The house was beautiful and had lots of great amenities - the pictures dont even do it justice. The house is on a huge lot of land with lots of privacy and close to downtown Newport. It was super close to the winery's, we were able to bike over with your group one day. Thanks for everything!

4.97 out of 5 average rating, 144 reviews

Home in Smithfield

Luxury Home | Fire Pit | Beach | Grill | 2 Decks

HelenaRating, 5 stars1 month ago

We absolutely loved our stay! Our host was responsive and conscientious. We loved every minute.

4.97 out of 5 average rating, 31 reviews

Home in Little Compton

Coastal Cottage

AlexaRating, 5 stars3 weeks ago

Lauren’s home was beautiful and cozy! We really enjoyed outdoor space and all the amenities. Lauren was communicative and everything was easy to navigate. Highly recommend!

4.92 out of 5 average rating, 13 reviews

Home in East Falmouth

Jaws House - Great Harbors

MollyroseRating, 5 stars6 months ago

We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!

4.86 out of 5 average rating, 37 reviews

Home in Falmouth

Cape Vacation in style! Close to Main St & Beaches

CarolineRating, 5 stars1 month ago

We had a wonderful spring break at the “Falmouth Local”! Anika’s house was spotless, comfortable, spacious for our young family of 4 plus a grandparent. Instructions and local suggestions were all crystal clear; I think we only had one question throughout our week-long stay. The town - with LOTS to do - was so close. The bike path is just across the street and was perfect for morning runs, kids on scooters, etc. Highly recommend a springtime visit!