
Apartment holiday rentals in Wellesley
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Quick stats about flat rentals in Wellesley

Nightly prices starting at
Wellesley holiday rentals start at €200 per night before taxes and fees

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Over 60 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!
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!
4.75 out of 5 average rating, 245 reviews
Modern Cozy 2 Bed Near Cambridge
Brand new, stylish Airbnb in Cushing Square, Belmont! If you're planning a trip to Boston and seeking a clean, contemporary Airbnb, this is the ideal spot for you. Located in the heart of the recently developed Cushing Village, right across from cafes, restaurants & shops. Mass Pike- 2 miles Watertown Square- 1 mile Star Market - 1 mile Mount Auburn Hospital- 2 miles St. Elizabeth's Hospital- 2.5 miles Harvard- 3 miles MIT- 4 miles Boston Common- 7 miles Close to Route 95, Route 93, & Route 2
4.93 out of 5 average rating, 106 reviews
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
4.98 out of 5 average rating, 122 reviews
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.
4.91 out of 5 average rating, 204 reviews
New 3 bedroom, 2 bath unit, meadow view!
Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!
4.99 out of 5 average rating, 143 reviews
Spacious & Clean 2 BR- 15 mins 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.
4.94 out of 5 average rating, 397 reviews
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
4.92 out of 5 average rating, 417 reviews
Comfy Cute lovely 1 BR 1 bed APT w/Private Access.
Cozy and lovely 1 bedroom 1 bed apartment in Framingham with private access and parking. Everything nearby is perfect for solo adventures, couples, and business travelers, with groceries, restaurants, train stations, shopping centers, Natick Mall, and Framingham State University just minutes away. You can get around Boston and Providence with ease! Occupancy: Maximum 2 adults. Property type One-bedroom apartment or guest suite Property type: Entire house/apartment
4.82 out of 5 average rating, 115 reviews
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
4.95 out of 5 average rating, 347 reviews
The Drew : Vibrant • Comfortable • W/D • City View
Experience Boston in a beautiful luxe jr. 1 bedroom unit! Just a 5 min walk from the T and close to Boston College/Harvard. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed -> Game rooms across the property Air bed and single rolling cot available on request. Ideal for business travelers, couples, nurses, and anyone seeking comfort and peace in Boston.
4.8 out of 5 average rating, 124 reviews
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!
4.95 out of 5 average rating, 474 reviews
Airy, Sunny, CLEAN 2 BR in Waltham- 15 min BOS
CLEAN 2 bedroom with updated kitchen (granite counter top) and bathroom. Minutes to vibrant Moody Street for restaurants (great selection range from good old American food to Asian), local homemade ice cream shop, shops and a movie theater. Quiet, convenient location- 15 minutes to Boston and close to Brandeis University, Regis College, Bentley College and Lasell College.
4.83 out of 5 average rating, 447 reviewsPopular amenities for Wellesley apartment rentals
Weekly apartment rentals

Cozy Private Studio Unit w/ Laundry and Parking!
4.97 out of 5 average rating, 450 reviews
Light-Filled Luxury Apartment with View
4.97 out of 5 average rating, 436 reviews
Modern 1BR apt in Boston’s Roslindale Village
4.92 out of 5 average rating, 144 reviews
Bright 3BR Boston Gem | Free Parking
4.87 out of 5 average rating, 509 reviews
Spacious, bright, modern, private.
4.95 out of 5 average rating, 388 reviews
Comfy-Spacious-private 1BR conveniently located
4.95 out of 5 average rating, 256 reviews
Cambridge Luxury Apartment With Free Parking
4.99 out of 5 average rating, 111 reviews
Picture-perfect Cambridge guest apartment, parking
4.97 out of 5 average rating, 396 reviewsPrivate apartment rentals

Newly Finished Guest Haven in Woburn
4.89 out of 5 average rating, 169 reviews
Cambridge Retreat - Sunny 2BR - Close to Harvard
4.99 out of 5 average rating, 181 reviews
Spacious 2 Br with All The Comforts Of Home
4.91 out of 5 average rating, 316 reviews
Spacious Newton apartment near Boston & colleges
4.83 out of 5 average rating, 12 reviews
Apartment in Newton, MA
4.99 out of 5 average rating, 72 reviews
Modern Studio Above Detached Garage Near Boston
5.0 out of 5 average rating, 47 reviews
Charming 3BR Boston Stay Garage + EV + Pool Table
5.0 out of 5 average rating, 45 reviews
2BR DOG-Friendly Apt in 2-Fam Home - Comfy Retreat
5.0 out of 5 average rating, 74 reviewsApartment rentals with a hot tub

Romantic Getaway w/private Jacuzzi• Fire Pit•
4.93 out of 5 average rating, 242 reviews
Lakeside apartment, patio, hot tub, outside shower
4.98 out of 5 average rating, 221 reviews
Modern, Spacious 1BR for 4 - Easy Marathon Access!
4.78 out of 5 average rating, 359 reviews
Oceanfront Pool. Close to Boston. Free Parking.
4.96 out of 5 average rating, 285 reviews
Modern 2BR Retreat Minutes from Boston
4.89 out of 5 average rating, 35 reviews
Amazing Location in Little Italy with Roof Deck
5.0 out of 5 average rating, 87 reviews
Historic home on Salem Neck
4.95 out of 5 average rating, 22 reviews
New apts A/B: 7 bed/5.5 bath w/games & EV Chargers
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- MIT Museum
- Harvard Square
- Tufts University
- Crane Beach
- Quincy Market
- Snhu Arena
- Massachusetts Institute of Technology
- Saquish Beach





