Holiday houses in North Boston

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Top-rated holiday rentals in North Boston

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Guest favourite
The exterior of a single-story home is displayed, featuring a well-maintained lawn with vibrant green grass. A wooden deck is positioned at the entrance, providing a welcoming access point. Trees and a clear blue sky add a natural backdrop to the property.
Home in Orchard Park
4.96 out of 5 average rating, 101 reviews

Cozy Stay at Home in Orchard Park

Game Day Getaway in Orchard Park Welcome to your perfect retreat in Orchard Park, NY! This newly renovated home is just 5 minutes from Highmark Stadium, ideal for Bills fans. Located on a quiet street, it’s also 5 minutes from the charming Village of Orchard Park and 10 minutes from downtown Buffalo. Enjoy a fully equipped modern kitchen, cozy bedrooms, and a spacious deck for relaxing. Whether for game day, exploring, or a peaceful escape, this home has everything you need for a memorable stay.

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.
Apartment in Hamburg
4.99 out of 5 average rating, 610 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

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, 106 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
Apartment in Orchard Park
5 out of 5 average rating, 13 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 comfortable living area features a green sectional sofa adorned with decorative cushions. A modern coffee table is positioned in front, while a large flat-screen television displays a cozy fireplace scene. Ambient lighting is provided by a floor lamp, enhancing the serene atmosphere.
Cottage in Derby
5 out of 5 average rating, 160 reviews

Charming Cottage - Hot Tub/Fire-Pit/Lakeview

The Wellington Modern- a fresh take on simple travels. An intimate home with the amenities of a five-star hotel. Room for all the toys in the garage with oversized driveway, fully fenced in yard perfect for the pups, steamy hot tub off the back porch & all the modern necessities of today. Robes, white linens, plush memory foam beds equates to relaxation at The Wellington! Venture out to local beaches, ski resorts, restaurants, wineries & Buffalo within 30 minutes travel time. Welcome all!

Guest favourite
The exterior of a two-story house features white siding, brown shutters, and a welcoming front entrance framed by planters. A stone pathway leads to the steps, while a well-maintained lawn provides a green backdrop. Large windows allow for natural light to enter the home.
Apartment in Hamburg
4.95 out of 5 average rating, 82 reviews

A Cozy home away from home 2 one bedroom apartment

This newly renovated 1BR apt will have you feeling relaxed on your stay! Enjoy a full kitchen and a spa like feel in the bathroom. Rest your head after a long day in a comfortable queen size bed, or enjoy a short ride into a quaint village for a bite to eat or a cocktail! Our apartment is a one bedroom, smaller private apartment within a 5 unit building. The building itself sits on a Main Street where the bedroom does face the road. We have included black out curtains and pullout couch .

Top Guest favourite
Home in Glenwood
5 out of 5 average rating, 18 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

Superhost
Apartment in Hamburg
5 out of 5 average rating, 5 reviews

Water Valley Gardens - 2 Bedroom/1 Bathroom Condo

This inviting second-floor 2-bedroom, 1-bathroom boutique apartment is centrally located just outside of Hamburg Village, about 6 miles from Highmark Stadium and 14 miles from downtown Buffalo. It sits above Eighteen Mile Creek Shop, and is next door to the Water Valley Inn Airbnb and operated by the same trusted owners. It features include a bright living area, a well-designed kitchen with ample cabinet space, and a clean, well-maintained bathroom near local amenities.

Top Guest favourite
A light and airy living room features a sleek, cream-colored sofa paired with two wooden chairs. A coffee table sits atop a textured area rug, accompanied by a bowl in the center and decor items. Soft lighting is provided by a standing lamp and table lamp, enhancing the cozy environment.
Home in Eden
5 out of 5 average rating, 45 reviews

Newly renovated home w/ space to move inside & out

Welcome to my modern, newly renovated 3-bedroom home nestled in the serene countryside, just a quick 20-minute drive from Highmark Stadium & downtown Buffalo. Enjoy the perfect blend of rural tranquility and urban convenience. With sleek, contemporary decor & ample space, my home is ideal for families or groups seeking a relaxing getaway, a visit with family, or looking to work remotely. Experience the beauty of country living without sacrificing modern comforts.

Guest favourite
Home in Orchard Park
4.86 out of 5 average rating, 7 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.

Guest favourite
Cabin in Hamburg
4.88 out of 5 average rating, 24 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.

Top Guest favourite
A spacious bedroom features a wooden headboard above a neatly made bed adorned with multiple pillows. Soft white curtains frame two windows on either side, allowing natural light to fill the room. A decorative wreath hangs on the wall above, and glass side tables with lamps sit beside the bed.
Home in Hamburg
4.93 out of 5 average rating, 167 reviews

Cable House in Hamburg

Elegant & updated home welcomes you to the best night's sleep in Hamburg. Peaceful, walkable neighborhood. Spacious new kitchen, formal dining room, 3 queen bedrooms; 2 are masters with walk-in closets. Parking, laundry, AC, Wi-Fi and Smart TV. First floor half bath. Bills Stadium, 174 Buffalo, Pelicano Winery, Downtown Buffalo are all only minutes away. Located 5 minutes to 90 and 219. Small dogs allowed. Please disclose when booking

Popular amenities for North Boston holiday rentals

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