Holiday rentals in Boylston

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Top-rated holiday rentals in Boylston

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Top guest favourite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.99 out of 5 average rating, 233 reviews

Cider House Cottage

Antique guest cottage on a becountry 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

Top guest favourite
A cozy living area is featured with a brown sofa adorned with patterned cushions. A small coffee table sits on a patterned rug, and a lamp is positioned beside a side table. In the background, the kitchen is visible, showcasing stainless steel appliances and additional cabinetry.
Guest suite in Hubbardston
4.98 out of 5 average rating, 183 reviews

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.

Top guest favourite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.98 out of 5 average rating, 333 reviews

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!

Guest favourite
Home in Shrewsbury
5 out of 5 average rating, 10 reviews

Crescent Moon: Cozy house in Charming Shrewsbury

Crescent Moon is perfect for anyone looking for a comfortable private house with driveway parking. This special place is close to everything, making it easy to plan your visit. Enjoy easy access to Downtown Worcester, Westborough Station, UMASS Med University Hospital, and a plethora of shops. Perfect for traveling professionals who need access to the city’s businesses, universities, and medical facilities. Enjoy a suburban lifestyle with easy access to major cities, including Boston.

Top guest favourite
A bright living area is presented with three large windows allowing natural light to fill the space. A soft gray sofa is paired with a wooden coffee table featuring a decorative centerpiece. A warm area rug lies on polished wooden floors, enhancing the cozy atmosphere.
Flat in Worcester
4.94 out of 5 average rating, 71 reviews

Centrally Located Apartment in Worcester

This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

Guest favourite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden
4.89 out of 5 average rating, 510 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Guest favourite
An inviting living area features a large blue sectional sofa, accented by various cushions in warm tones. A wooden coffee table sits in the center, with a potted plant in the corner. Two pieces of artwork are displayed on the wall, complemented by natural light from the windows.
Guest suite in Shrewsbury
4.92 out of 5 average rating, 13 reviews

Stylish, clean, new 1 bedroom apartment

This is a spacious, stylish, clean, newly renovated, private one bedroom unit in the lower level of a quiet, home. The home is surrounded by mature trees in a very quiet neighborhood. You will NOT share any space with the rest of the home. Guest only occupied home. The upper level is occupied by travel healthcare workers who work most of the time so it tends to be very quiet. Parking in the driveway, own washer/dryer, bathroom etc.

Guest favourite
Flat in Hudson
4.92 out of 5 average rating, 569 reviews

Newly Renovated Apartment Near Downtown Hudson

Newly renovated private attic apartment near downtown Hudson with kitchenette, living room and bedroom/office. A warm, cozy space with plenty of natural light! Just upgraded to a new king sized bed! Free parking on site Walking distance to restaurants, cleaners, antique shops, roller skating, shopping center, gym, breweries, golf course... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

Guest favourite
Guest suite in Marlborough
4.86 out of 5 average rating, 304 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

Guest favourite
A bright living area is highlighted by large windows offering expansive views. A comfortable sofa and a futon are arranged around a round coffee table. Light-colored walls and hardwood flooring contribute to the serene ambiance of the space.
Guest house in Shrewsbury
4.74 out of 5 average rating, 243 reviews

A Comfy Hilltop Home

Nice and comfy home with spectacular views and sunset! This house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 2 bedrooms, 1 kitchen, 1 full bathroom, washer & dryer, big deck, and lots of parking space. Beautiful and comfortable, with everything you'd need for cooking and relaxing.

Guest favourite
Guest suite in Holden
4.77 out of 5 average rating, 176 reviews

Private Guest Room, Kitchenette, Office, & BR

Private downstairs with large bedroom, bathroom & small kitchen, beautiful pond view. Double Bed & Pull-Out Couch, parking in driveway, outdoor fire pit, charcoal grill and outdoor smoking area, 420 friendly. Wifi, 200+ channels HD cable & Apple TV for streaming. Work space with desk chair, small kitchen with coffee maker, mini-fridge, microwave, and toaster. Washer & dryer, shower and bathtub.

Guest favourite
Guest house in Shrewsbury
4.96 out of 5 average rating, 26 reviews

New Private Apartment

Enjoy your privacy and comfort in this calm, meticulously created walkout guest suite. Featuring a completely separate entrance, a full bathroom, queen bed, a well equipped kitchenette, and all the basic amenities to allow you to unwind in a clean, minimal aesthetic. With easy access to local hospitals, highways, shops, and restaurants, it's a perfect central location for any of your travels.

Popular amenities for Boylston holiday rentals