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

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Modern 2BR with A/C for your Business and Pleasure
Ideal location for business travelers or small families. Enjoy a comfortable experience at this centrally-located place. Don’t be fooled by the size of our 600SF home, it has everything you could need - fast WIFI, fully stocked kitchen, central AC, gas stove, insta hot water, fridge with ice & filtered water on the door, and a soaking tub. Conveniently located by Hanscom AFB, Hartwell Business Corridor, Wiggins Ave Technology District, MIT Lincoln Lab, Edge Sports Center & the Minuteman Bikeway.

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.

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.

Sisu Suite: Private one bedroom suite
Private suite with separate entrance. Locked door between suite and home. Sitting room with love seat, folding wall-mounted table/desk and chairs, tv, and kitchenette. Kitchenette includes mini fridge, microwave, coffeemaker, water kettle, and toaster. Bedroom with queen sized bed. New bathroom. 25 miles west of Boston. Minutes from pick-your-own apple orchards, winery, cider breweries, and golf courses. Backyard connects to conservation land trails. 3.3 miles from S. Acton Rail station.

Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Cottage Suite "A" - Walk to Shops, Train, History
This is a private unit with no shared areas. It is the front corner of our house and is completely separate. However, you will share walls like in an apartment. Kitchen includes: sink, microwave, fridge, Keurig, and water boiler. Private gated outside lawn and patio. History, nature, dining & shopping are very close by. Open and welcoming to ALL types of people. There is TV with internet (Netflix) but NO LIVE TV OR CABLE

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.
Popular amenities for outdoor seating rentals in Middlesex County
House rentals with outdoor seating

Nana-tucket Inn

All the comforts of home, quiet city neighborhood

Wachusett Mountain Get-Away

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Absolutely Gorgeous 3 Bedroom Close to Boston

Cozy, historic 3 bedroom home close to Boston!

LargeDuplex10Beds w/prkg near Downton

Lakefront, view of ski mtn, fireplace, sauna
Apartment rentals with outdoor seating

Near Boston / Everett historic two-bedroom

Couples Retreat - Apt in Charming Colonial Home

Urban Oasis between MIT & Harvard

Spacious, private apartment in perfect location

Spacious family friendly 3BR Apt Minutes From I290

🎖The Ashmont Suite | Close to Subway + Downtown🎖

Charming 1 BR private entrance apt commuters dream

Garden Apartment for Vacation & Business Travelers
Apartment rentals with outdoor seating

Condo in downtown Boston

Family Home + Near Downtown + Cool Backyard!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

Beautiful, spacious South Boston Condo, Near T

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

Spacious, cozy home near Boston!

Charming and Historic Apartment

New Super Modern 2 bed in Waltham
Destinations to explore
- Beachfront rentals Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a hot tub Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with an accessible-height toilet Middlesex County
- Pet-friendly rentals Middlesex County
- Townhouse rentals Middlesex County
- Bed and breakfasts Middlesex County
- Loft rentals Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with a firepit Middlesex County
- Waterfront rentals Middlesex County
- Hotel rooms Middlesex County
- Fitness-friendly rentals Middlesex County
- Flat rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Guest house rentals Middlesex County
- Smoking-friendly rentals Middlesex County
- Rentals with lake access Middlesex County
- Rentals with pools Middlesex County
- Boutique hotels Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with a patio Middlesex County
- Cottage rentals Middlesex County
- Private suite rentals Middlesex County
- Rentals with a cinema Middlesex County
- Apartment rentals Middlesex County
- Serviced apartment rentals Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with an accessible-height bed Middlesex County
- House rentals Middlesex County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Monadnock State Park
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Duxbury Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center
- Roger Williams Park Zoo
- Things to do Middlesex County
- Food and drink Middlesex County
- Sightseeing Middlesex County
- Art and culture Middlesex County
- Things to do Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Entertainment United States
- Tours United States




