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
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
A modern kitchen showcases white cabinetry and a marble countertop. A central island features a wooden countertop with orange stools positioned around it. Stainless steel appliances, including a refrigerator and oven, are visible alongside a mosaic tile backsplash. Natural light fills the space.
Home in Orchard Park
5 out of 5 average rating, 280 reviews

Luxury Village Farmhouse

Welcome to our charming, old (but newly renovated!) Orchard Park Village Farmhouse! Large, but cozy, living and dining spaces and a huge kitchen with all the amenities. We have 2 large bedrooms, each is a "master suite" with bathroom and walk-in closets. In one bedroom, the king bed can be converted to 2 twins, if required. Queen sleeper sofa in living room. We're a short 1/4 mile walk to all the village shops, restaurants and coffee shops. 2 off-street parking spaces, wifi, AC, and laundry.

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, 198 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
Apartment in West Falls
5 out of 5 average rating, 16 reviews

The Falls View Inn #4

This turn-of-the-century storefront & hotel overlooks the falls on West Branch Cazanovia Creek. Big windows with a backyard view, cast iron radiators, vintage linoleum & antiques. Bedrooms are on opposite ends, with common areas between. Laundry in the entryway, fresh eggs, and the area's best driving, hiking, and biking right outside. 15 mins to the Stadium, 25 mins to the Airport. Skiing 2 mins away at Buffalo Ski Club, 10 mins to Kissing Bridge, and 40 mins to Holiday Valley / Holimont.

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

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
4.88 out of 5 average rating, 26 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 calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.
Island in Cassadaga
4.99 out of 5 average rating, 342 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Top Guest favourite
A bright bedroom features a spacious bed with layered bedding and decorative pillows. Two nightstands with lamps are positioned beside the bed. Artwork hangs above the bed, and a large window is dressed with sheer curtains, allowing natural light to fill the room.
Apartment in West Falls
4.96 out of 5 average rating, 116 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
Villa in Ellicottville
4.95 out of 5 average rating, 82 reviews

Aranar Landscape Hotels & Villas

At Aranar Landscape Hotels & Villas, your getaway is designed for stillness, connection, and unforgettable views. This private villa is a sanctuary where luxury meets nature — panoramic ski hill scenery outside, and cozy comfort inside. From the warmth of the indoor fireplace to the serenity of your private outdoor hot tub and sauna, every detail invites you to slow down, unwind, and savor the moment.

Popular amenities for Boston holiday rentals