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Vacation rentals in Wellesley

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wellesley

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

Superhost
Home in Framingham
1BR—Brookside Loft—Quiet&Clean—25 Mins to Boston
Welcome to The Loft! 100% Private 1-Bedroom Place Queen Bed — Pillowtop Mattress Full Kitchen — Stove, Fridge, Dishwasher, Pots/Pans, Utensils & Cooking Essentials Dining Area — Table & Chairs Living Room — Leather Sofa 49" SmartTV — Netflix + Sling Live TV Bathroom — Shower, Plush Towels & Natural Bath Products Private 2nd Floor Entrance Your Own Driveway Quiet & Safe Neighborhood Clean & Sanitized/COVID Conscious Host 2 Min Walk to Park 25 Mins to Boston Easy Access —Route 9 & 90-Mass Pike
Superhost
Guest suite in Wellesley
Spacious Private Entrance Master Bedroom/Bath
Private entrance master bedroom w/exclusive use of attached master bathroom. Studio apartment-like room w/private exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, stores, Whole Foods. Short drive to Babson. Sizable room, tasteful decor, king bed, sitting area, microwave, fridge (no TV). High-speed wifi, deck, situated amongst the treetops. Safe suburban neighborhood. Walk/jog trails, tennis courts, walk to spa/gym/yoga w/reasonable day fees.
Superhost
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. EV charging available.

Stay near Wellesley's top sights

Whole Foods Market84 locals recommend
Babson College18 locals recommend
Wellesley College16 locals recommend
The Cottage Wellesley11 locals recommend
The Local Wellesley7 locals recommend
Papa Razzi Wellesley8 locals recommend

Other great vacation rentals in Wellesley

Superhost
Apartment in Newton
Country Charm minutes from the Hub - 1st Floor Apt
Superhost
Apartment in Newton
Conveniently Located Private Garden Apartment
Superhost
Guest suite in Dover
Peaceful Country Home, Dover, Ma: Private Entrance
Superhost
Guesthouse in Framingham
Private guest house on beautiful country road
Superhost
Apartment in Newton
Sunny, private, comfortable 1 bedroom-convenient.
Superhost
Guest suite in Newton
Spacious suite with private entrance, parking spot
Superhost
Apartment in Waltham
Cozy Private Studio Unit w/ Laundry and Parking!
Superhost
Loft in Natick
Lakeside Studio Loft
Superhost
Guest suite in Watertown
Private 1BR Pied-a-terre
Superhost
Apartment in Boston
Studio - 1 Free parking spot - First floor!
Superhost
Guest suite in Sherborn
Entire Historic Carriage House with Fireplace & AC
Superhost
Apartment in Cambridge
Luxury studio w/ parking by MIT/Harvard/BU/Fenway

Destinations to explore