Places to stay in Wellesley

4.99 out of 5 average rating, 163 reviews

Guest suite in Weston

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

4.97 out of 5 average rating, 262 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.

4.91 out of 5 average rating, 147 reviews

Guest suite in Newton

Sunny 3rd floor Studio - Near Boston

Spacious 3rd floor in-law studio in 100-yr old New England Colonial. NOTE: ACCESS TO STUDIO IS THRU OUR 2nd FLOOR CONDO, WHERE WE LIVE. Studio includes bedroom, bathroom, & living room with sofa bed & work area with large desk. Located in a safe residential neighborhood. A 5 min walk to the Express Bus to Boston City Center, 5 min walk to Whole Foods, Village Cafe, Marty's Wines, & CVS. Close to many Boston universities and colleges. A 20 min drive to Fenway Park. A two hour drive to Cape Cod.

4.96 out of 5 average rating, 178 reviews

Sunny, private, comfortable 1 bedroom-convenient.

This listing features a sunny great room. The great room has a large, comfortable couch, TV and desk. Highlights include a modern kitchenette, a new bathroom and air mattress available upon request. The bed is FULL size. You'll have a private stairway that leads to your private entrance. Nice view for sunsets. You have a dedicated parking space. The apartment is in Newton Upper Falls. Close to Mass Pike, route 128 and route 9. It is a 15 minute walk to the Green Line -D route-Eliot Stop

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!

4.92 out of 5 average rating, 345 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay.

4.97 out of 5 average rating, 288 reviews

Guest suite in Wellesley

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use attached bathroom. Studio-like room; exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, grocery. Short drive to Babson. Sizable room, tasteful decor, king bed, sofa, microwave, mini-fridge (NO TV/NO KITCHEN). High-speed wifi, deck, view of treetops. Safe suburban neighborhood; good walk trails, walk to tennis/spa/gym/yoga w/reasonable day fees.

Guest suite in West Newton

4.92 out of 5 average rating, 228 reviews

Private 1 Bedroom suite In West Newton

Separate & private entrance to the lower level of a single-family home. You will have a clean, quiet bedroom, sitting area & private bathroom all to yourself. There is off street parking. There is a fridge/microwave. Newton is 10 miles west of Boston and easily accessible by public transportation & the MA Pike, Rt 95 & 128. The neighborhood is very quiet and safe. I follow all the AirB&B cleaning protocols.

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Guest suite in Wellesley

4.81 out of 5 average rating, 312 reviews

Private suite 1 BR, 1 BA, 1 LR, 1FLR

Prime location in Wellesley Hills, MA. Garden level suite offers a living room and a bedroom with a private bath. It offers a full size bed in the bedroom and a queen size pullout sofa in the living room. Private entrance with smart lock entry. Easy access to commuter rail, restaurants, post office, bank, Babson College, Wellesley College and Olin College of Engineering and so much more.

4.97 out of 5 average rating, 283 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, 364 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.

4.99 out of 5 average rating, 198 reviews

Loft in Natick

Lakeside Studio Loft

Bright, open, private 900 sq foot loft space on Lake Cochituate. This is a mother-in-law suite attached to our lakeside home. This airy studio includes a queen bed, kitchen (no stove or oven) toaster,microwave,hot plate and George Foreman grill, skylit bathroom, living room with television and lakeview deck.

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4.95 out of 5 average rating, 126 reviews

Private room in Newton

Beautiful 2 Bedroom Suite in Home, close to Boston

Julie AnneRating, 5 stars1 month ago

I came to Boston to attend my daughter’s graduation from Boston college. I found the location very convenient for this purpose. I could not have been more comfortable or well cared for staying at Rose’s beautiful upstairs suite! From the very beginning she made sure I felt welcomed and gave me personal instructions and a tour of the premises. She was available yet allowed me to have privacy. Her home is beautifully furnished and situated in a quiet neighborhood and has peaceful garden spots with seating to enjoy that are part of the home grounds. She had a plethora of recommendations for local attractions and restaurants in the welcome packet. I would wholeheartedly recommend staying with Rose!

Place to stay in Dedham

4.83 out of 5 average rating, 41 reviews

Tiny-home like living

AriRating, 5 stars1 week ago

This charming pool house was perfect for one person who wanted a space to rest and relax! Easy to find and street parking was always available. Dereck’s instructions for check-in, house rules, WiFi, appliances and check-out were plenty to confidently go about my stay without any questions! Recommended for 1 person, might be a little tight for a couple, unless you’re into that!

Private room in Wellesley

4.99 out of 5 average rating, 192 reviews

The 1850 Morse Home with award-winning updates

KathleenRating, 5 stars6 days ago

Out weekend in Wellesley was a treat, from our check-in to departure, our host was engaging, communicative and a wealth of information about her abundant garden. Unforturnately, the weather did not cooperate, so we were not able to enjoy the outdoor space, but we are looking forward to a future visit. -K

4.97 out of 5 average rating, 102 reviews

Private room in Natick

Chateau Bro H2O Located on Lake Cochituate

KatherineRating, 5 stars3 weeks ago

We had a great stay at Rob and Kristin’s airbnb! Very clean and spacious, beds were comfortable, and we had everything we needed for a few nights stay. It was also conveniently located in a safe neighborhood.

4.92 out of 5 average rating, 119 reviews

Private room in Needham

⭐️Perfect for business travelers & college visits⭐️

AndrewRating, 5 stars6 days ago

Marianna’s place matched my expectations. The bedroom was well kept, the private bathroom was clean, and her house instructions and rules were very clear. Very safe neighborhood, Needham had a really great bagel place for breakfast. Overall was pleased with my stay!

4.87 out of 5 average rating, 23 reviews

Modern 2 bedroom

DuaneRating, 5 stars2 weeks ago

One of the nicer AirBNB’s I’ve ever stayed at. Wish we could have stayed longer honestly. I highly recommend this place, you will not be disappointed about anything.

4.78 out of 5 average rating, 65 reviews

1BrApt FreeParking 6minT/Subwy FullKitchn WashDryr

PaulRating, 5 stars4 days ago

this served us well as we had a quick city visit. It's an inexpensive, modest space designed for sleeping right outside of Boston.