
Apartment holiday rentals in Wellesley
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wellesley
Guests agree: these apartments are highly rated for location, cleanliness and more.

ThouArtHome, BC, DanaFarber, Parking, PetFriendly.
If you're looking for a comfortable and convenient home base in Boston you will love this place! This spacious apartment has all you need for a comfortable stay. Located near public transportation, major hospitals, and within walking distance of Boston College, it features a full kitchen and laundry facilities. Our housekeeper keeps the space spotless, and the private entrance ensures your safety. Pet-friendly and accommodating up to 6 guests, experience the best of Boston with ease and comfort!

Just Renovated, Private & Quiet 2 Bedroom Condo
Keep it simple and comfortable at this peaceful, centrally located getaway. Set at the very end of a private, ultra-quiet dead-end road, the home feels tucked away This newly renovated 2-bedroom unit is an ideal home base for your Boston-area stay You’ll have easy access to public transportation, parks, dining, shopping, and major highways including I-95, I-90, and Route 2. Enjoy your own private outdoor deck, a spacious yard, in-unit laundry, central AC, and off-street parking for two cars

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

2bed/2bath Apt at Waltham Landing. Middle Unit
This apartment complex was built in 2016. It is 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station: Fitchburg Line - Commuter Rail. Bentley and Brandeis are 1 mile away. Monthly rentals accepted (inquire for best rate), discounts for groups and long-term rentals. Perfect for business travelers, families, anyone in between housing or visiting town! Free parking in the parking lot. Yes there is an Elevator.

Newly Finished Guest Haven in Woburn
Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

Spacious & Clean 2 BR- 15 min to Boston
My place is close to vibrant Moody Street full of restaurants, ice cream shop, Dunkin Donuts, grocery store, shops and a movie theater. 15 minutes to Boston, and close to Brandeis University, Regis College, Bentley College, Laselle College, Boston College, Charles River and more. You’ll love my place because of the comfy bed, cleanliness, the ambiance, the light, and the neighborhood. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups.

Warm home in Lexington, walk to town, nature trail
A newly built in-law apartment, located in the historical Lexington, is welcoming travelers home. Located in a safe and friendly community, the apartment is convenient to town center, Boston, restaurants, shops, tourist spots, and Lower Vine Brook forest trail (1 min walk)! The apartment follows enhanced cleaning protocol, with thorough ventilation and disinfecting. The HVAC system is private. Checkin and checkout are easy and no-contact. Registered with the town of Lexington: STML-21-2.

Large One Bedroom Apartment
1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

Conveniently Located Private Garden Apartment
Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to 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. Newton Short Term Rental - STRA-23

Modern 1BR apt in Boston’s Roslindale Village
This place is on the 3rd floor of our newly renovated home in Boston's Roslindale, which is about 6 miles away from downtown (please look up the neighborhood to have a clear idea where it is). Our place is close to restaurants & bars in Rozzy Village and West Roxbury. There is a connection via bus at the corner to the subway at the Forest Hills Orange Line T-stop that will get you to downtown in about 30 min, and there is commuter rail in Roslindale Village.

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

Sunny apartment in gracious Victorian
Relax into your Boston stay! We offer a sunny in-law apartment on the first floor of a gracious owner-occupied Victorian house. Quiet, safe residential neighborhood. Private entrance. Spacious bedroom, living room with sofabed, kitchenette & bath. Strong Wi-fi. Driveway parking. Contactless check-in, Easy access to Boston, Cambridge, Rts. 128 & 90, and Charles River bike path. Let us welcome you!
Popular amenities for Wellesley apartment rentals
Weekly apartment rentals

Green Line Tufts 1st flr 2 BR King W/D EasyParking

Luxury, Location, Privacy. Walk to train. Boston

Historic Salem Willows With Water View

Charming, Family-Friendly Apt @ Tavern 33

Extraordinary 1-Bedroom Apartment in South Boston!

Bee-Themed Retreat Near Boston - Unique Stay

🎖The Ashmont Suite | Close to Subway + Downtown🎖

Cozy lakeside retreat
Private apartment rentals

Apartment in Cambridge

Charming 3BDR Boston Stay Garage + EV + Pool Table

Modern Studio Above Detached Garage Near Boston

Sofima-Cozy and Charming 2-bedroom apartment.

Luxury24.7 – Boston Landing – Allston Yards

Country Retreat

The Outlaw's In-Law

Apartment in Newton, MA
Apartment rentals with a hot tub

South Boston. Minutes away from Convention Center

Romantic Getaway w/private Jacuzzi• Fire Pit•

Panoramic City-Skyline MIT/Harvard CIC Kendall Sqr

Oceanfront Pool. Close to Boston. Free Parking.

Lakeside apartment, patio, hot tub, outside shower

Modern 2BR near downtown + free Parking

Cozy Waterfront Home with Jacuzzi and Fireplace

Amazing Location in Little Italy with Roof Deck
Quick stats about flat rentals in Wellesley

Nightly prices starting at
Wellesley holiday rentals start at ÂŁ118 per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellesley rentals

4.8 Average rating
Wellesley stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Brown University
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- Roxbury Crossing Station
- Prudential Center
- Roger Williams Park Zoo
- Boston Children's Museum




