Holiday rentals in North Boston

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Top-rated holiday rentals in North Boston

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

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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.
Flat 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.

Guest favourite
The kitchen is equipped with modern stainless steel appliances, including a large refrigerator and a gas stove. A sleek countertop provides ample workspace, and a small chair is positioned nearby for comfort. Natural light enters through a window above the sink area.
Flat in Hamburg
4.91 out of 5 average rating, 11 reviews

Charming 1-bdrm Apt close to all

Discover the perfect: home-away-from-home in Hamburg just a short drive or walk from the excitement of Highmark Stadium, Lake Erie, niagara falls & KeyBank Center. This 1-bdrm apt offers a comfortable & convenient retreat, with free WiFi, a washing machine , dryer, & a 85 inch smart TV to keep you entertained & new appliances With free parking available. This Apt has everything you need 4 a seamless and enjoyable stay. Experience the best of Hamburg from this centrally located property.

Top guest favourite
Flat 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 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, 195 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
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

Top guest favourite
Flat 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
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, 129 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

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 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, 349 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 North Boston holiday rentals

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