Holiday rentals 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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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, 609 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

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, 233 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, 40 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
Flat in Orchard Park
5 out of 5 average rating, 12 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!

Guest favourite
Home in Holland
4.9 out of 5 average rating, 10 reviews

Upscale living on Organic Farm

This is no ordinary farmhouse, but rather an upscale resort facility boasting Brazilian teak floors, expansive quartz countertops, a unique live-edge kitchen table, top-notch leather furniture, plush mattresses, modern bathrooms, and amazing views from every window. Outside there is a three acre lake with a white sand beach, kayaks, forest walking trails, a formal flower garden, an amazing Victorian glass greenhouse with built-in aquariums, and all the fresh in-season fruit you care to pick.

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!

Top guest favourite
Home in Glenwood
5 out of 5 average rating, 16 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 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
4.91 out of 5 average rating, 23 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 balcony extends from the second floor, featuring two outdoor chairs and a small table. The view showcases a lush green lawn leading to the lake, framed by residential houses and trees under a clear blue sky.
Cottage in Fort Erie
4.96 out of 5 average rating, 150 reviews

Steps to the Beach + Lakeviews + HotTub + Elevator

Unwind at this The Red Lakehouse just steps from the beach, featuring a private hot tub, fire pit, and covered balcony with Lake Erie views. Perfect for families, groups, and getaways, this professionally designed home offers 3 bedrooms with private ensuites for ultimate comfort and privacy. Minutes to Niagara Falls, Crystal Beach, and the USA border — yet tucked in a quiet, relaxing neighbourhood. A spotless, thoughtfully curated stay.

Popular amenities for Boston holiday rentals

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  4. Erie County
  5. Boston