
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.

Spacious 2 Br with All The Comforts Of Home
This a quaint apartment . Not your typical hotel room. In a country setting but 5-10 minutes from great shopping, restaurants, parks, colleges and major highways. Boston is 22.5 miles away. Fenway Park is 20 miles. Worcester is 17 miles. Private location overlooking conservation land. Walk to great hiking and biking trails but car needed for other activities. Full kitchen, laundry room and living room in addition to 2 br and bath. It has the comfort of a home away from home. Please NO PETS.

Air Bee-n-Bee Hive– Unique Themed Creative Retreat
Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

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)

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand spanking new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

2bed/2bath Apt at Waltham Landing. Corner 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.

Entire Apartment in Newton, Close to Boston!
Come stay in this comfortable one bedroom apartment with large open space living room, kitchen area, bathroom, Wi-Fi, parking, and a private entrance onto a gorgeous backyard garden. Centrally located in a quiet neighborhood equidistant from Moody St. in Waltham and West Newton Sq. -- a 15 minute walk from excellent restaurants and an independent movie theater in both directions. Two dance studios with regular weekend dances nearby. To protect guests with allergies, no pets allowed.

3rd FL Apt for 1-4 Guests 15 minutes from Boston
Renovated 2-bedroom apt in an old Victorian home accommodates a party of 1-4 people. Located in a prestigious Boston suburb 3 blocks from commuter rail. Off-street parking. 24/7 access via keyless entry at front door of house. High-speed wireless internet and Google TV. Base rate is for 1-2 guests; add $25 for each add'l guest. Kitchenette has 5 countertop appliances; no oven. No children under 15 yrs old. All guests must be able-bodied due to steep 3rd floor staircase. No pets, no smokers.

AKBrownstone: cozy private studio by T
🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

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.

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!

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.
Popular amenities for Wellesley apartment rentals
Weekly apartment rentals

Renovated 1-Bed w/ private deck

The Nightingale-Perfect for Monthly Stays

Brand New, Beautiful 2 BR Townhouse w/Parking!

NEW- Just Listed 3 Bed Condo, Moody St Local,

Light-Filled Luxury Apartment with View

Nice, Quiet, down town studio #2A

Cozy lakeside retreat

Apartment in Newton, MA
Private apartment rentals

2BR DOG-Friendly Apt in 2-Fam Home - Comfy Retreat

Warm home in Lexington, walk to town, nature trail

Newly Renovated Apartment Near Downtown Hudson

Private apartment /parking/cozy garden.

Cozy JP Studio-Great Location!

New 3 bedroom, 2 bath unit, meadow view!

Cozy 2-Bedroom Apartment Near Dedham Legacy

2 bed | 2 bath | Parking | King beds | Laundry
Apartment rentals with a hot tub

Your Cozy 1 BR Apt & Relaxing Retreat

Oceanfront Pool. Close to Boston. Free Parking.

Two Bedrooms with a Jacuzzi Tub

4Bed AP/5 min walk to T-Logan- downtown to Boston

Lakeside apartment, patio, hot tub, outside shower

Cozy Waterfront Home with Jacuzzi and Fireplace

Amazing Location in Little Italy with Roof Deck

Studio Apt private bath+ Hot Tub, free parking
Quick stats about flat rentals in Wellesley

Nightly prices starting at
Wellesley holiday rentals start at £106 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

4.7 Average rating
Wellesley stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
- New York City 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
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- Duxbury Beach
- Good Harbor Beach
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Oakland Beach
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Salem Willows Park
- Franklin Park Zoo
- Symphony Hall




