Holiday houses 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
Farm stay in Cattaraugus
5 out of 5 average rating, 164 reviews

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

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
4.98 out of 5 average rating, 236 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, 42 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
Apartment in Orchard Park
4.87 out of 5 average rating, 15 reviews

Charming Modern Farmhouse Lower Loft

Discover this charming modern farmhouse retreat in OPNY, nestled at the edge of Chestnut Ridge Park, home to the renowned Eternal Flame. Minutes from the village, it’s centrally located near East Aurora & Hamburg. Enjoy quick access to Highmark Stadium, 6 mins; ski resorts like Kissing Bridge, 20 mins, Holiday Valley, 35 mins. The Buffalo airport is conveniently 20 mins away. Perfect for relaxation and adventure, this lower loft is an ideal getaway for nature lovers & sports enthusiasts!

Top Guest favourite
A welcoming living area features a comfortable sectional sofa and a gray armchair. A coffee table sits on a patterned area rug, while soft light is provided by table lamps. The room is brightened by natural light from the windows and is designed for relaxation.
Home in Orchard Park
4.98 out of 5 average rating, 199 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
Cottage in Cattaraugus
4.93 out of 5 average rating, 123 reviews

Quiet Creekside Escape in the Enchanted Mountains

Enjoy our creekside oasis, nestled in the quaint hills of Amish country, 1 hour from Buffalo + 15 minutes to E-Ville! The Getaway Chalet offers 3 bedrooms, stone hearth & wood-burning fireplace to keep you cozy. Outside, you'll find beautiful waterfalls, creek for exploring, two fire areas, a yoga deck & plenty of space to lounge. Unplug, reconnect + fall asleep to the sounds of the brook or bring your laptops, connect to our hi-speed WiFi and make this cozy cabin your office for the week!

Top Guest favourite
Home in Glenwood
5 out of 5 average rating, 22 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

Guest favourite
A bridal gown is elegantly displayed on a hanger in a well-lit room. A large vintage mirror reflects the space, which features a cozy seating area with a leather sofa and a decorative circular rug. Natural light filters through sheer curtains, enhancing the inviting ambiance.
Home in Elma Center
5 out of 5 average rating, 33 reviews

Full House Rental with a focus on Wedding Day Prep

Welcome to Blanc Silk! We are a house rental with a focus on Wedding Day Prep. 👰‍♀️ We also welcome Buffalo Bills and Football Fans! 🏈 Approximately 15 mins from the stadium! Our spacious and unique home is perfect for wedding day bridal preparations and Bill games! Our house Includes a bridal suite along with a separate beauty styling lounge. When staying with us, your rental includes, outdoor property, gardens and ground for fabulous photo opportunities.

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
4.97 out of 5 average rating, 132 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

Superhost
Home in Orchard Park
4.75 out of 5 average rating, 8 reviews

Two Bedroom Lower Unit in Orchard Park

Located in the Boston Hills, this property is close to everything! 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! This property offers the best of both worlds! Come relax, unwind and enjoy all Buffalo has to offer. This house is a split-level home, so stairs are unavoidable. Private laundry facilities available.

Top Guest favourite
The chalet stands amidst lush greenery, showcasing a large wrap-around deck with outdoor seating and an umbrella. A stone fire pit surrounded by red Adirondack chairs is positioned on the lawn, offering a welcoming space for gatherings.
Chalet in Ellicottville
4.99 out of 5 average rating, 132 reviews

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace

Located just two miles from the Village of Ellicottville, The Pines on Maples offers stunning views & a variety of amenities for relaxation and entertainment. Tucked away in the rolling hills of Western New York, this chalet features a large wood deck with a Weber grill & sitting area, as well as a walk-down path to an eight-person hot tub & an unilock fire pit with Adirondack chairs. State of the art Stuv indoor fireplace for cozy cabin days!!

Guest favourite
Cabin in Hamburg
4.89 out of 5 average rating, 28 reviews

Private Cabin Getaway on Expansive 75 Acres

Step into your own private world on 75 acres in Hamburg. This charming cabin is designed for families, couples, or friends, it offers modern comforts wrapped in rustic charm. Spend days exploring fields, wooded trails, and the quiet pond, then unwind with golden sunsets and starry nights. Private and peaceful yet only minutes from Buffalo and Niagara Falls, this unique escape blends warmth, style, and nature’s beauty for an unforgettable stay.

Popular amenities for Boston holiday rentals