
Holiday rentals with outdoor seating in Worcester County
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Top-rated rentals with outdoor seating in Worcester County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Lovely 1BR APT, close to colleges
INNER CITY GEM 🔸🔹!! Centrally located in the heart of the city. Just a few minutes drive to anything in the city. A few blocks from the campus of Clark, Becker, & Assumption University. This unit boasts a large bedroom with a queen bed, dedicated workspace, a full closet, and a wall-mounted TV. There is an all-in-one kitchen, Dining Area with a fold-away table to optimize space, and a living room with a big-screen TV and a pull-out sofa bed. A full bathroom with all the necessary amenities!

Private & Remote, Enjoy Outdoors, Sleep in Luxury
Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Secluded cabin w/ Finnish Sauna & Forest Baths
A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Carriage house apartment
We have a one bedroom apartment at our historic home, Liberty Farm, which is the 2nd oldest house in Worcester Massachusetts and known as the Abby Kelley Foster house to the locals. Recent furniture upgrade in living room, see pictures. Kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer/dryer. Guests may enjoy the grounds in the quiet Tatnuck Square neighborhood, minutes from the Worcester Airport, restaurants, and hiking. House tours upon request.

The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace (our apologize but it is currently not working) with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

In-law Apartment, Full Kitchen, Near Mt Wachusetts
Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

Craig's Cove
Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Zen Inspired Retreat with Private Forest Trails
Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Quiet & Cozy Main Street Retreat
Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

The Writer's Retreat: A Sweetwater Stay
Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.

Cozy Cottage on Cedar Lake- "Cottage Cheeze"
Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.
Popular amenities for outdoor seating rentals in Worcester County
House rentals with outdoor seating

Hopkinton Mass 3+ Bedrooms - Great location!

Stunning Sterling Sanctuary: Unwind on the Water!

Cedar Ridge: House

FIFA 2026 Getaway | Near Stadium + Lake Access

Charming Home in Brookfield

Sunnybrook House

Wild Blueberry Farmhouse: Nature & Sports!

Brimfield Lakeside Home Away from Home
Apartment rentals with outdoor seating

Lovely one bedroom apartment with own entrance

Modern Comfort

Modern Farmhouse Apartment

Quiet 1BR w/ Workspace + Parking | Near Hospitals

Barred Owl Retreat: Sunny 4 Bdr Apartment

Spacious 1 Bedroom near Colleges, DCU+Parking

Private Apartment with 2 bedrooms

Quiet country apartment in farmland setting.
Other holiday rentals with outdoor seating

Chic & Modern Studio Lakefront House with Loft

Country Lake Oasis

Enjoy your stay in an Antique Home in a Toy Museum

Modern 3-Bed Home Steps to Lake & Downtown

Brimfield Bungalow 31 by the lake near Sturbridge

Hamilton Cottage | Cozy Lakefront A-Frame

2BR Private Suite Close to World Cup Sleeps 6

CK Cottage | Cozy Cottage on a Peaceful Pond
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- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Freedom Trail
- Six Flags New England
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Monadnock State Park
- Quincy Market
- Roxbury Crossing Station
- Museum of Fine Arts
- Prudential Center
- Roger Williams Park Zoo
- Boston Children's Museum
- Harvard Square





