
Vacation rentals with outdoor seating in Wellesley
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Wellesley
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Stylish 3-bedroom 2- bathroom townhouse
Built in year 1832, formally the Frost High School and Waltham's Town Hall. This urban townhouse has lots of exposed detail and original plank hardwood floors. The first floor has a modern kitchen, open layout, a large bedroom with cathedral ceilings and a king size bed, also the first floor bath features a 4-ft wide shower. The second floor you’ll find a large bedroom with a queen bed. Parallel to that, the suite, comes with a king size power adjustable bed, laundry room and master bathroom.

Flower Farm Getaway 2BR, 20 Min To Boston
Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

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

Cozy en suite w/ high ceilings
 Relax in this peaceful private en suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston. 30 min. to Foxboro Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Boston's Luxury Home: Pet-Friendly, 4BR, Sleeps 10
Luxury, modern, bright townhouse offering a gourmet kitchen is available for your next getaway. We are located 1 min walk to Waltham Commuter Rail Station, buses to downtown, famous Moody street & Main street with 50+ restaurants, grocery stores, ALL WITHIN WALKING DISTANCE. Easy commute to anywhere within Waltham, Boston, Cambridge, Watertown. Ideal place for working professionals, families, or someone visiting Boston for the weekend. ATTACHED GARAGE PARKING INCLUDED for 2 cars.

New Super Modern 2 bed in Waltham
A tastefully decorated unit on the 1st floor. Just across from the Waltham Watch Factory. 10-min walk to Moody St. and Charles River path. Built in 2014, open living, dining, and kitchen areas are ideal for working or entertaining. Stainless steel appliances and high class kitchenware. Spacious 2 bedrooms and 1 bathroom. Private deck. In unit washer/dryer. Baby friendly. Parking spot#1. Tax of 11.7% starts 7/1/19. Open and no-contact fire stairway is accessible from the parking lot.

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

Spacious vacation unit in premium suburban town
Weston is one of Boston area's most desirable towns. <30 min to downtown Boston with a lot of open space. Centrally located with easy access to highways, train stations, etc. Next to a park with hiking trails, this is a secondary unit (Duplex units) with its own separate entry/exit. 3 bedrooms (one on lower level, two on 2nd level), kitchen, 2 baths (both on lower level). ~2000 square feet of space. Some seasons (including some winters) we have hens in the backyard...

Spacious 4 bedroom home with large yard
Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
Popular amenities for Wellesley outdoor seating rentals
House rentals with outdoor seating

3 bed, in unit laundry, central air, parking

Stone Cottage with meadow view

Charming Lake Cottage access Boston and Providence

Cozy house close to Boston

2BR Lovely 1900s Home | 25 Min to Boston | 1200ft²

Boston Best with Parking - GREAT reviews

Clean, spacious In-Law Suite -Near Everything

Spacious, cozy and quiet Cabin style house!
Apartment rentals with outdoor seating

Newly Renovated Ocean View 2 Bdrm Apt

2bed/2bath Apt at Waltham Landing. Middle Unit

Urban Oasis between MIT & Harvard

Light-Filled Luxury Apartment with View

Country Charm minutes from the Hub - 1st Floor Apt

Warm home in Lexington, walk to town, nature trail

Spacious 2 Br with All The Comforts Of Home

Quincy Beach Home Next to Boston & T, Free Parking
Condo rentals with outdoor seating

A Cozy 3BR Home Close To Train + Boston & Parking

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

My Place - 2 Bedroom Condo with Parking

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Harbor View Suite

Spacious, cozy home near Boston!

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

Boston Rooftop Retreat
Quick stats about vacation rentals with outdoor seating in Wellesley

Total vacation rentals
Explore 20 vacation rentals in Wellesley

Nightly prices starting at
Wellesley vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Wellesley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wellesley rentals

4.9 Average rating
Wellesley stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Family-friendly rentals Wellesley
- Rentals with a fireplace Wellesley
- Apartment rentals Wellesley
- House rentals Wellesley
- Rentals with a washer and dryer Wellesley
- Rentals with a patio Wellesley
- Rentals with outdoor seating Norfolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo
- Symphony Hall




