
Apartment holiday rentals in Wellesley
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Wellesley

Nightly prices starting at
Wellesley holiday rentals start at $323 AUD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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!
LocationFamilyWalkability
4.75 out of 5 average rating, 244 reviews
Cozy Private Studio Unit w/ Laundry and Parking!
Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)
LocationFamilyHeating
4.97 out of 5 average rating, 450 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
ValueLocationCheckout
4.98 out of 5 average rating, 122 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
LocationFamilyBreakfast
4.93 out of 5 average rating, 106 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.
LocationFamilyParks
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!
ValueLocationCheckout
4.99 out of 5 average rating, 142 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.
FamilyLocationComfort
4.94 out of 5 average rating, 396 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
LocationFamilyHospitality
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
ValueFamilyWalkability
4.82 out of 5 average rating, 114 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!
LocationFamilyQuiet
4.95 out of 5 average rating, 473 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.
ValueFamilyCheckout
4.83 out of 5 average rating, 447 reviews
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.
FamilyLocationKitchen
4.98 out of 5 average rating, 395 reviewsPopular amenities for Wellesley apartment rentals
Weekly apartment rentals

Curated Designer Retreat • Pool • Gym • Dining
ValueFamilyCleanliness
4.96 out of 5 average rating, 116 reviews
Comfortable apartment in Framingham
LocationValueGetting around
4.95 out of 5 average rating, 347 reviews
The Murthy : Bright • Spotless • W/D
LocationValueCleanliness
4.95 out of 5 average rating, 161 reviews
Spacious 2 Br with All The Comforts Of Home
FamilyLocationWalkability
4.91 out of 5 average rating, 316 reviews
Dixie’s House, 1BD in Arlington
LocationFamilyParks
4.88 out of 5 average rating, 234 reviews
Lovely apt near Boston/Assembly Row/Encore Casino
FamilyValueWalkability
4.97 out of 5 average rating, 112 reviews
Hipster Basecamp | Fireplace • Deck • Parking
FamilyLocationLayout
4.98 out of 5 average rating, 312 reviews
🎖The Ashmont Suite | Close to Subway + Downtown🎖
LocationValueGetting around
4.96 out of 5 average rating, 186 reviewsPrivate apartment rentals

Modern 1BR apt in Boston’s Roslindale Village
LocationFamilyLong stay
4.92 out of 5 average rating, 144 reviews
1 bed, 2 rooms, 4 guests Cute&new. Free parking
ValueLocationBathroom
4.94 out of 5 average rating, 203 reviews
2 Bdrm Apt w/ tower in JP Victorian
FamilyLocationHeating
4.93 out of 5 average rating, 548 reviews
Cozy 2-Bedroom Apartment Near Dedham Legacy
FamilyValueAir conditioning
4.8 out of 5 average rating, 122 reviews
Cozy lakeside retreat
LocationValueHospitality
4.89 out of 5 average rating, 56 reviews
Comfortable 3 Bed Apt in Quiet Neighborhood
ValueLocationAccess
4.88 out of 5 average rating, 72 reviews
Spacious Newton apartment near Boston & colleges
FamilyLocationGetting around
4.83 out of 5 average rating, 12 reviews
Charming, Family-Friendly Apt @ Tavern 33
FamilyValueIndoor spaces
5.0 out of 5 average rating, 48 reviewsApartment rentals with a hot tub

Lakeside apartment, patio, hot tub, outside shower
ValueLocationSleep quality
4.98 out of 5 average rating, 221 reviews
Romantic Getaway w/private Jacuzzi• Fire Pit•
ValueLocationCheckout
4.91 out of 5 average rating, 242 reviews
Modern, Spacious 1BR for 4 - Easy Marathon Access!
ValueFamilyNearby
4.78 out of 5 average rating, 359 reviews
Oceanfront Pool. Close to Boston. Free Parking.
ValueLocationBarbecue
4.96 out of 5 average rating, 285 reviews
New luxury 4BR/3 bath apt w/AC & EV charger
ValueFamilyParking
4.9 out of 5 average rating, 21 reviews
Modern 2BR Retreat Minutes from Boston
FamilyLocationIndoor spaces
4.89 out of 5 average rating, 35 reviews
Amazing Location in Little Italy with Roof Deck
ValueFamilyWalkability
5.0 out of 5 average rating, 87 reviews
Historic home on Salem Neck
FamilyValueHot tub
4.95 out of 5 average rating, 22 reviewsDestinations 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





