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Holiday rentals with outdoor seating in Worcester County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Worcester County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Rental unit in Worcester

Lovely one-bedroom apartment 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!

Guest favourite

Cottage in Petersham

Cider House Cottage

Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.

Guest favourite

Guesthouse in Worcester

Carriage house apartment

We have a one bedroom apartment at our historic home, Liberty Farms, which is the 2nd oldest house in Worcester Massachusetts. Also well known as the Abby Kelley Foster house to the locals. The full kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer & dryer. Guests may enjoy the patio and grounds in the quiet Tatnuck Square area, conveniently located minutes from the Worcester Regional Airport, restaurants, and hiking trails. House tours upon request.

Guest favourite

Guest suite in Thompson

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Guest favourite

Guest suite in Uxbridge

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and offers a haven of peace and tranquillity after a busy day of exploring New England. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

Guest favourite

Guest suite in Uxbridge

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

Guest favourite

Guest suite in Warren

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.

Guest suite in Worcester

Private Suite with separate entrance in Worcester

This private suite permits a maximum of two pets per reservation for $50 per a pet. The privacy is second to none, from check in to check out with private entrance gate. The living room has variety of books in the guests library, 55" TV with Internet streaming channels and fully subscribed YouTubeTv. The main bedroom has a refrigerators, brand new air fryer, air filter and humidifier, Keurig coffee maker and a vacuum cleaner. Also the apartment has a full private bathroom and patio.

Guest favourite

Home in Ware

Little House Inn - Private House - Secluded

NO CLEANING FEES - NO CHORE LIST Reconnect with loved ones in this family-friendly place. Our little house is situated on an acre and a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or enjoy the woodland view from your deck with your morning coffee. Deer, turkeys, bunnies, and many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

Guest favourite

Rental unit in Brimfield

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 convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Guest favourite

Guest suite in Worcester

HeartWell House, Shangri-La Suite (3 Beds)

We are located in one of the most beautiful and safe neighborhoods in the city of Worcester. Free coffee and tea are available. Laundry facilities available and a second refrigerator next to the laundry is also at your disposition. Free internet available. Our parking is located at the back of the house. There is parking on both sides of the house. To access it by GPS enter the address as 10 Biltmore Road, Worcester, MA Check-in time: After 3PM Check-out time: 11:00AM

Guest favourite

Guest suite in Littleton

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

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Popular amenities for Worcester County outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Home in Spencer

Contemporary Lakeside Retreat

Guest favourite

Home in Leicester

Cozy Lake House

Guest favourite

Home in Sturbridge

Modern Lakeview House -Chef's Kitchen, Strong Wifi

Guest favourite

Home in Sturbridge

LAKE Retreat! Lakefront Home with Amazing Views!

Guest favourite

Home in Auburn

Large 3000SF -Gorgeous, Comfortable, Private Space

Guest favourite

Home in Westminster

Lakefront; view of ski mtn, firepit, dock, kayaks

Guest favourite

Home in Sturbridge

Lake Front Home Sleeps 6-8 on a private Peninsula!

Guest favourite

Home in Sturbridge

Sturbridge MA 3 BR 2 1/2 Bath Home on Cedar Lake

Apartment rentals with outdoor seating

Guest favourite

Rental unit in Uxbridge

Privacy & Peacefulness @ Emerson Brook

Guest favourite

Rental unit in Brimfield

Lovely one bedroom apartment with own entrance

Guest favourite

Rental unit in Groton

Farmhouse Guest Apartment

Guest favourite

Rental unit in New Ipswich

Quiet country apartment in farmland setting.

Rental unit in Worcester

Cozy Guesthouse in the Heart of Worcester

Guest favourite

Rental unit in Leicester

Barred Owl Retreat: Sunny 3+ Bdr Apartment

Rental unit in Worcester

Cozy Bungalow- 1 Bedroom Apt w/ free parking

Guest favourite

Rental unit in Westminster

Modern Farmhouse Apartment

Destinations to explore