Holiday rentals in Boston

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Top-rated holiday rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cabin is nestled among tall pine trees, showcasing a rustic wooden exterior and a welcoming porch. The surrounding landscape reveals vibrant autumn foliage in hues of orange and red, creating a serene and secluded atmosphere.
Cabin in Ellicottville
4.96 out of 5 average rating, 166 reviews

Stylish & Secluded Hideaway, 5 mins to EVL

This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

Top guest favourite
A cozy living room space is highlighted by a blue sofa adorned with an orange throw blanket. A patterned armchair complements a modern coffee table, which holds glassware and a magazine. Natural light enters through the window, creating a bright atmosphere.
Flat in Hamburg
4.99 out of 5 average rating, 602 reviews

Cute&cozy Hamburg NY bungalow - 1 BR/1 bath

Very cute, bungalow, 1 BR, 1 Bath, living room, & kitchen. Newly redone with all new furniture & updated décor. BR has a Queen memory foam mattress. LR sofa is a memory foam sleeper. Small fully functional kitchenette. Private patio, perfect for enjoying your coffee ; the park-like backyard neighbors on the golf course of a beautiful country club , allowing for a quiet ,serene and private atmosphere . Netflix, etc w/ an Amazon Fire Stick. No broadcast or cable tv,Parking for one car only

Top guest favourite
The interior of the suite features warm wood accents and a combination of natural light and soft lighting. A spacious living area is furnished with a comfortable chair, while an inviting kitchenette is visible in the background. A rustic decor piece stands along one wall, enhancing the cozy ambiance.
Guest suite in Springville
4.99 out of 5 average rating, 225 reviews

Hallmark like cabin suite with panoramic view

Take it easy at this unique and tranquil getaway. Perfect for one or two Adults. Comfortable King Size Bed, private bath, kitchenette (not a kitchen) with airfryer/toaster oven, hot plate microwave & Keurig. Take time away from the hustle and bustle and stay closer to nature in this lovely private suite. Linens, towels and numerous kitchen items provided. Plenty of popular activities and scenery in the surrounding towns and villages. Complimentary WIFI is available but can be unreliable.

Guest favourite
A bright and airy loft features a spacious sleeping area with a queen bed, complemented by marble flooring. A gas fireplace creates a cozy focal point, while a desk and seating area provide functionality. Large windows allow natural light to fill the space.
Castle in Elmwood Village
4.84 out of 5 average rating, 313 reviews

Luxury Spa Loft Gym Fireplace Basketball EV+

Ideal for extended stays, this stunning luxury loft is located in an architecturally significant building in the heart of Elmwood Village and nearby Allentown. Enjoy access to top-notch amenities, including gym, dedicated work area & indoor basketball court. The loft features a unique layout with spa like amenities, couples shower and wet room, fully equipped gourmet kitchen, elegant marble finishes. Serene sunken living/sleeping area, with queen bed, gas fireplace, 65", standup work desk.

Top guest favourite
A charming two-story farmhouse features white siding with maroon shutters. The front porch is adorned with a u-shaped railing and includes a flag. Lush green shrubs frame the entrance, enhancing the welcoming appearance of the home amidst a clear blue sky.
Home in Hamburg
4.98 out of 5 average rating, 104 reviews

Updated authentic family farmhouse

We welcome you to our family farmhouse, which has been in our family for over 150 years. This charming 1860’s home has been lovingly updated and is nestled on 2 acres of land, surrounded by a 20-acre working farm. The home is ideally suited for smaller groups yet has the living space and bedrooms for large groups or multiple families. You will enjoy relaxing in the spacious old farmhouse or activities in the large surrounding yards, with yard games, a fire pit and cooking & dining available.

Top guest favourite
Place to stay in East Aurora
4.98 out of 5 average rating, 145 reviews

Large 2 bed 2 bathroom loft in East Aurora Village

Located in the heart of East Aurora, this 2nd floor loft is perfect and 1 of 1! The entire second floor is yours and there are no other units or shared entrances. It is like 2 spaces in one. 2 bedrooms (king and queen beds), 2 full bathrooms, and 2 living spaces. High end finishes and A+ views overlooking the village. Feels like 2 places in one if you’re traveling with others, you'll have your own space! Perfect for traveling in for a Bills game and walking distance to all things East Aurora!

Top guest favourite
A spacious wooden deck is visible, featuring two rustic benches and a small table. Large windows showcase the interior and reflect greenery from the surrounding trees, creating a connection to nature.
Cabin in Glenwood
4.98 out of 5 average rating, 392 reviews

The Knotty Pine a Romantic Getaway

Our home is a warm and welcoming cabin located 5 minutes from Kissing Bridge ski resort and a short walk to Sprague Brook Park. The park offers three stocked fishing ponds plus hiking and bike trails. It's a 35-minute drive to Buffalo, a 15-min drive to historic East Aurora, 25 minutes to Highmark stadium, and an hour to Niagara Falls. You will have entire access to the cabin,which includes a master bedroom, full kitchen, living room, loft, and bathroom. The cabin is enjoyable year round.

Top guest favourite
The exterior of a modern chalet is shown, featuring a striking wooden facade with large triangular windows. Surrounded by lush greenery, the building is complemented by a stone walkway and simple outdoor seating, creating a peaceful entryway to the inviting natural surroundings.
Chalet in Ellicottville
4.97 out of 5 average rating, 264 reviews

Firefly Chalet

Ideal private chalet getaway in Ellicottville NY. The property is located at the top of a hill on a private drive, giving you a beautiful overlook of the valley. The location is a 5 min drive to downtown Ellicottville and 3min drive to Holiday Valley. There are many state land hiking trails off of the private drive. Convenient location for families looking to ski for the weekend, hike locally/at Allegany State Park, and visit the beautiful town of Ellicottville NY.

Guest favourite
A cozy sleeping area features a spacious bed adorned with light bedding and pillows. A nightstand is positioned beside the bed, accompanied by a decorative lamp. Natural light filters through a window draped with sheer curtains, complemented by gray curtains on either side.
Flat in Buffalo
4.9 out of 5 average rating, 120 reviews

Clean 2-Bedroom Apt (11 min to DT, 12 to stadium)

Keep it simple yet cozy in our comfortable, centrally-located apartment! This quiet, dead end street is nestled in the center of a vibrant, up and coming part of town. All amenities included - free street parking, WiFi, central heating, and everything you may need to make your stay a good one. We are only 11 minutes from the city, 5 minutes from the thru way, and within walking distance to many restaurants, shops and markets, parks, and a golf course!

Top guest favourite
The exterior of the timber-frame home is shown, featuring large two-story windows and wood accents. A covered veranda extends from the structure, offering seating. Surrounding greenery and manicured grass enhance the natural setting, inviting a peaceful retreat in the countryside.
Home in East Aurora
4.98 out of 5 average rating, 125 reviews

Timber-frame home on 12 wooded acres

Featured in Buffalo Spree and Artvoice, this timber-frame home features stunning hickory and black walnut interiors illuminated by two-story windows that face the morning sun. Radiant floor heating and earthen-plaster climate design. Wake up in queen and king beds, lounge under covered verandas, and shop right next door at Thorpe’s organic farm store. • 7 minutes from the Village of East Aurora • 24 minutes from Bills stadium • 1 hour from Niagara Falls

Top guest favourite
A spacious balcony extends from the second floor, featuring two outdoor chairs and a small table. The view showcases a lush green lawn leading to the lake, framed by residential houses and trees under a clear blue sky.
Cottage in Fort Erie
4.96 out of 5 average rating, 145 reviews

Steps to the Beach + Lakeviews + HotTub + Elevator

Unwind at this The Red Lakehouse just steps from the beach, featuring a private hot tub, fire pit, and covered balcony with Lake Erie views. Perfect for families, groups, and getaways, this professionally designed home offers 3 bedrooms with private ensuites for ultimate comfort and privacy. Minutes to Niagara Falls, Crystal Beach, and the USA border — yet tucked in a quiet, relaxing neighbourhood. A spotless, thoughtfully curated stay.

Top guest favourite
A cozy living area features a large TV mounted on a wooden wall unit, flanked by shelves displaying decorative items. Comfortable seating is provided by two recliners and a sofa. Soft blue carpeting complements the colorful artwork and light fixtures, enhancing the inviting ambiance.
Flat in Hamburg
4.93 out of 5 average rating, 348 reviews

Country Living 20 Minutes from City

Fully Remodeled living area February 2025. If you'd love to have a distant bird's eye view of the city lights , yet stay just far enough away that fireflies and stars are all you see, this is the place for you! If you are coming into town on business, connect to our wifi and do it in comfort. If you are coming into town to vacation or visit family, unplug and enjoy the sights and sounds of country living.

Popular amenities for Boston holiday rentals

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  4. Erie County
  5. Boston