Holiday rentals in Boylston

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Top-rated holiday rentals in Boylston

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Top guest favourite
A spacious living area features a large sectional sofa complemented by plush cushions. A coffee table with a classic game set is positioned in front. The room is illuminated by soft overhead lighting, with a grand staircase visible in the background leading to a second floor.
Home in Berlin
4.92 out of 5 average rating, 36 reviews

Luxurious Spacious Haven Retreat - Close2Boston

Welcome to our Luxurious Spacious Haven Retreat! This High-end home offers unparalleled comfort and elegance. Nestled in a serene neighborhood, and top-notch amenities. The gourmet kitchen, cozy bedrooms, and modern bathrooms provide a perfect blend of luxury and convenience. Ideal for families or groups seeking a tranquil escape with all the comforts of home. Close to many restaurants and shopping The Shops of Highland Commons and the charming downtown Hudson its minutes away. Gorgeous views.

Top guest favourite
The kitchen features white cabinetry and stainless steel appliances, complementing the open layout. A central island with seating for three is present, along with a dining table set for six. Natural light fills the space through large windows, enhancing the warm wood flooring.
Home in Worcester
5 out of 5 average rating, 27 reviews

Central Location, 3 Bedroom Luxury Townhouse

Centrally located steps from Shrewsbury Street, and close to Umass Memorial Medical Center, Saint Vincent Hospital, downtown theaters and convention center and many of Worcester's universities and colleges. High end amenities include washer/dryer, high speed WiFi, stainless steel appliances and Central heating/ cooling. With 3 bedrooms and 2.5 bathrooms this property is excellent for groups, the solo work traveler, and families. No pets for new bookings. Monthly stay discounts offered.

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
4.97 out of 5 average rating, 157 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.

A spacious bedroom features a large bed with decorative bedding and two bedside lamps on dark wooden tables. Natural light enters through two windows, while a closet with sliding doors provides additional storage. Soft, neutral-colored walls and carpet create a calming environment.
Flat in Worcester
4.75 out of 5 average rating, 194 reviews

Spacious/private studio steps to restaurants/bars

This unit has a private entrance and is just steps from Worcester’s renowned Shrewsbury Street / “restaurant row” which has over 150 bars and restaurants. A very short drive/Uber to DCU center, the Palladium for shows and events, Worcester’s Common/Oval for some ice skating, Art Museum, Mechanics Hall, Hanover Theater and many local colleges. A short walk to Union Station, UMASS Medical Center and St Vincent’s as well as being close to public transportation including the train to Boston.

Top guest favourite
A spacious living area highlights a comfortable gray sofa, complemented by a wooden coffee table at the center. A large television is mounted on the wall, and natural light enters through multiple windows adorned with white trim.
Flat in Worcester
4.95 out of 5 average rating, 57 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 living area features a light gray sectional sofa adorned with decorative cushions, positioned next to a soft ottoman. A blue area rug covers the hardwood floor, while large windows are draped with sheer curtains, allowing light to fill the space. A desk is visible in the background.
Flat in Shrewsbury
4.93 out of 5 average rating, 107 reviews

Clean & Cozy 2BR Across from Quinsigamond Lake

Unwind in our comfy 2-bedroom apartment with all the essentials for a comfortable stay. Work remotely while facing the lakeview. Super close to UMass Memorial, UMass campus, and just minutes away from Starbucks, Whole Foods, TraderJoe's and many more. Surrounded by many restaurants with great variety of taste. Easy access to the highway. Escape the ordinary and make this homy lakeview apartment your home away from home. Book now for a delightful experience!

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, 490 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 sheep and see the horses and 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.

Superhost
A naturally lit living room is featured with hardwood flooring and warm-toned walls. A comfortable sofa and a sofa bed are positioned near a coffee table, with a decorative bowl placed on top. A brick fireplace serves as a focal point across from a large television.
Home in Shrewsbury
4.85 out of 5 average rating, 230 reviews

A Fabulous House with Beautiful Views

Gorgeous home with spectacular views and sunset! This big 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 3 bedrooms, 1 kitchen, 3.5 bathrooms, washer & dryer, enclosed porch, and lots of parking space. Great place for large group gatherings. Beautiful and comfortable, with everything you'd need for cooking and relaxing.

Guest favourite
A serene lakeside view is presented, with several docks extending into the water. Leafless trees frame the scene, while a grassy area leads to the water's edge, creating an inviting space for outdoor activities.
Home in Sterling
4.91 out of 5 average rating, 44 reviews

Charming lakeside cottage.

Charming lakeside cottage is the perfect place to enjoy coffee in the am or a paddle at sunset. This home has 1.5 baths, and 2 bedrooms. The smaller bedroom has a queen bed. The larger bedroom has 2 sets of trundle beds to sleep 4 people. The kitchen is fully stocked with all you need to entertain just bring food. We have some toys for kids if needed. We have a few kayaks and a pedal boat you can use at your own risk or bring your own.

Guest favourite
A spacious living area features a dark gray futon adorned with patterned cushions, accompanied by a wooden coffee table. A rustic wooden cabinet houses a television, while natural light is invited through the glass doors leading to an exterior space.
Flat in Hudson
4.92 out of 5 average rating, 553 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!

Top guest favourite
A leather recliner sofa is positioned in a light-filled living area, complemented by a large painting of a serene landscape. A full-size refrigerator and a TV stand are visible, providing essential amenities. An entryway is seen in the background, leading to additional rooms.
Guest house in Framingham
4.97 out of 5 average rating, 303 reviews

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.

Superhost
A spacious bed with gray bedding is positioned against a light wall. Two decorative pillows add a gentle touch. Nightstands with lamps are located on either side, offering soft light. A neatly arranged set of folded towels rests at the foot of the bed.
Flat in Shrewsbury
4.85 out of 5 average rating, 40 reviews

New listing renovated entire Studio

Private studio in a safe place. Recently renovated. Close to various restaurants and downtown places such as The Worcester Palladium, Polar Park, DCU Center, you can explore the city of Worcester, close to major universities such as Clark University and WPI. UMass School of Medicine, Tufts Veterinary School, 1 hour from downtown Boston,

Popular amenities for Boylston holiday rentals