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, 168 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
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.

Top guest favourite
A charming lodge is surrounded by vibrant autumn foliage. The wooden exterior features a welcoming porch with seating. A multi-level deck is visible, along with a landscaped yard that includes a stone-styled garden feature. The atmosphere suggests a peaceful retreat in nature.
Home in Colden
5 out of 5 average rating, 39 reviews

The Riehle Lodge

Take it easy at this unique and tranquil getaway nestled in the hills of Colden, NY. You will have you own quiet space in the woods for a romantic getaway or plenty of room for a family retreat. The highlights include 5 acres of woods and plenty of yard for fun and games. The outdoor pavilion boasts a large fireplace, seating and dining for 15, grill and entertainment space. Overlooking the driveway is a large, newly renovated multi-level deck with incredible views of the valley below.

Top guest favourite
A charming two-story cottage with pale yellow siding is framed by lush greenery. A wooden ramp leads to the front door, which is flanked by two windows. An American flag is displayed proudly above the entry, welcoming guests to the inviting space.
Home in Orchard Park
4.98 out of 5 average rating, 190 reviews

Cottage at Orchard Park Village

Cozy cottage nestled in the heart of the Village of Orchard Park, NY. Home has been renovated top to bottom but maintains it's original charm! Located in a very safe neighborhood on a quiet street. Walking distance to Village amenities (restaurants/bars/coffee shops) and minutes from Highmark Stadium (home of the Bills)! 15 minutes to downtown Buffalo, 20 minutes to Buffalo Niagara International Airport, and 40 minutes to Niagara Falls. **10% DISCOUNT FOR VETERANS AND ACTIVE DUTY WITH ID**

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
Home in Glenwood
5 out of 5 average rating, 15 reviews

A-Frame in the Hemlocks near Kissing Bridge

This newly renovated 3-bedroom A-frame cabin is directly across from Kissing Bridge Ski Resort, making it the ideal escape for ski lovers, nature seekers, or anyone craving a relaxing retreat. 🛏️ 3 bedrooms (sleeps 6–8) 🛁 Private hot tub for après-ski relaxation 🌲 Spacious deck with string lights for cozy evenings 📶 Wi-Fi & smart TV for streaming and remote work 1 min to Kissing Bridge 5 min to Sprague Brook 20 min to East Aurora 25 min to Orchard Park 35 min to Holiday Valley

Top guest favourite
A spacious living area features timber-frame construction with hickory accents. Natural light floods through multiple windows. Two plush sofas face a modern dining table surrounded by styled chairs. A staircase provides access to the upper levels, with a vibrant red door adding a pop of color.
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
Flat in West Falls
4.95 out of 5 average rating, 110 reviews

Spacious kid friendly apt near East Aurora

Stylish, newly renovated upper unit offering 2 bedrooms (including full-size bunk beds) and a queen pull-out sofa. Nestled beside the serene Blueberry Treehouse Farm and just moments from East Aurora’s charming Main Street. Enjoy easy access to Orchard Park, Ellicottville, Downtown Buffalo, Highmark Stadium, Chestnut Ridge Park, and more. Ideal for a relaxing retreat or upscale getaway. Complimentary parking included.

Top guest favourite
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.

Top guest favourite
Tiny home in Port Colborne
4.97 out of 5 average rating, 242 reviews

Tiny Farm Retreat

Escape to the Country to relax and reset! You’ll love our Tiny House with your own designated outdoor space. It’s totally private and separate from our family home to ensure a peaceful getaway. Perfect for a romantic trip or a quiet space to refresh. This small cottage is built on an oversized trailer frame, and feels very spacious. A private 4 season hot tub allows you to enjoy outdoors all year long!

Top guest favourite
Home in Orchard Park
5 out of 5 average rating, 8 reviews

Modern Comfort - Upper Unit

Great Location near Orchard Park. Only 10-40 minutes from prime skiing resorts (KB, Holiday Valley, Buffalo Ski Club) and snowmobile trail heads (Chestnut Ridge)! And only 10 minutes to downtown Hamburg and Orchard Park! Come relax, unwind and enjoy all that Buffalo, NY has to offer. This house is a split-level home, so stairs are unavoidable. Private laundry facilities available.

Popular amenities for Boston holiday rentals

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  2. United States
  3. New York
  4. Erie County
  5. Boston