Holiday houses in Boston

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Top-rated holiday rentals in Boston

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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

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

4.99 out of 5 average rating, 634 reviews
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

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.

5.0 out of 5 average rating, 45 reviews
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

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.

4.98 out of 5 average rating, 110 reviews
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

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.

5.0 out of 5 average rating, 284 reviews
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

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**

4.98 out of 5 average rating, 208 reviews
Guest favourite
Apartment in Orchard Park

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!

4.87 out of 5 average rating, 23 reviews
Top Guest favourite
Apartment in West Falls

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.

5.0 out of 5 average rating, 21 reviews
Top Guest favourite
Home in Glenwood

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

5.0 out of 5 average rating, 27 reviews
Top Guest favourite
Farm stay in Hamburg

Charming Farmhouse Retreat in Hamburg, NY

Escape to our lovely farmhouse, just 13 miles from Buffalo. Enjoy stunning views from this spacious home featuring 3 bedrooms, 2.5 baths, a large kitchen, and inviting family rooms. Unwind in the game room or enjoy the expansive backyard with a BBQ or a cozy fire under the stars. Experience the charm of farm life with a stroll through our gardens or schedule a unique animal experience with our farm animals. Book now for an unforgettable stay in this picturesque location!

5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Hamburg

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.

4.91 out of 5 average rating, 33 reviews
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

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

4.94 out of 5 average rating, 173 reviews
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

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.

4.95 out of 5 average rating, 120 reviews

Popular amenities for Boston holiday rentals