
Apartment holiday rentals in Wellesley
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Top-rated apartment rentals in Wellesley
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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.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

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.

Hipster Basecamp | fireplace • espresso • parking
Welcome to Hipster Basecamp, a thoughtfully curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase.

Private Base: Boston Medical, BC, The CountryClub
If you're looking for a comfortable and convenient home base in Boston, you'll love this place! This spacious apartment features two parking spots, Private decks, a full kitchen, and laundry facilities. It's within walking distance of the Boston College campus and The Country Club and minutes from the D-Line, Star Market, Market Basket, CVS, and the Boston Medical Area & Dana Farber. The host is always available for support, so you'll feel right at home!.

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.

Picture-perfect Cambridge guest apartment, parking
Welcome to Cambridge: Red brick, cottage green trim, grape vines, roses and dogwood. Living room, kitchen, bedroom, bath. All the amenities, separate entrance, gas fireplace, off street parking. Walk to: Davis Square, subway, cafes, restaurants, playground, bike path and bikes.
Popular amenities for Wellesley apartment rentals
Weekly apartment rentals

Renovated 1-Bed w/ private deck

The Nightingale-Perfect for Monthly Stays

Cute Accessible Studio: No stairs, W/D, Parking

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

Brand New, Beautiful 2 BR Townhouse w/Parking!

Nice, Quiet, down town studio #2A

Apartment in Newton, MA

Cozy 2-Bedroom Apartment Near Dedham Legacy
Private apartment rentals

Spacious & Clean 2 BR- 15 min to Boston

Top Floor luxury Condo

Couples Retreat - Apt in Charming Colonial Home

Lovely townhouse apartment minutes from Boston

Warm home in Lexington, walk to town, nature trail

Large One Bedroom Apartment

Stylish and Cozy at Revere Beach

Entire guest suite in Stoneham
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 $182 SGD 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
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- 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




