
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 $390 NZD per night before taxes and fees

Verified guest reviews
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.

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)

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

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

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.

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.

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 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.

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.

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!

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.
Popular amenities for Wellesley apartment rentals
Weekly apartment rentals

2-Bedroom Ocean View Walk to Beach and Downtown

Picture-perfect Cambridge guest apartment, parking

Spacious, bright, modern, private.

Absolutely Gorgeous 3 Bedroom Close to Boston

The Weiss : Modern Gallery • Historic Property!

Cambridge Luxury Apartment With Free Parking

Warm home in Lexington, walk to town, nature trail

New 3 bedroom, 2 bath unit, meadow view!
Private apartment rentals

Charming 3BR Boston Stay Garage + EV + Pool Table

Modern Studio Above Detached Garage Near Boston

Studio Apartment in Sudbury

Hipster Basecamp | Fireplace • Views • Parking

3BR Near Boston & Colleges | 6 Beds | Free Parking

Charming, Family-Friendly Apt @ Tavern 33

Cozy 3 Bed Apt in Quiet Neighborhood

Cozy lakeside retreat
Apartment rentals with a hot tub

Luxury Stay in Somerville | River & City View

Romantic Getaway w/private Jacuzzi• Fire Pit•

Cozy Home - close to everything

New luxury 4BR/3 bath apartment with AC & EV charger

Historic home on Salem Neck

Oceanfront Pool. Close to Boston. Free Parking.

Central Square Upscale Penthouse near MIT/Harvard

Lakeside apartment, patio, hot tub, outside shower
Destinations to explore
- New York City Holiday rentals
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- York County Holiday rentals
- Cambridge Holiday rentals
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- Boston College
- Northeastern University
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo
- Prudential Center
- Museum of Fine Arts





