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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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

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

Flat 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

Flat 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

Superhost

Guest house in Holland

Second Floor of Guest House on Organic Farm

Enjoy hiking, kayaking, biking and swimming while relaxing in guest house on 50 acre organic farm in the Holland Hills near historic East Aurora. 5 minutes from Kissing Bridge ski resort. --Extremely quiet, plushly furnished, private accommodations. --7 miles from historic East Aurora, home of the Roycroft Inn, Fisher Price Toys, Moog Aerospace, lots of good restaurants, and its very own brew pub! High speed WiFi, Cell reception good.

4.95 out of 5 average rating, 110 reviews

Top guest favourite

A serene landscape showcases a lush green yard under an expansive sky, with scattered trees providing gentle shade. A calming pond reflects the scene, while a cozy, brown structure and established playground can be seen in the background.

Home in Eden

Eden Valley Homestead

Relax with your whole family on this 4-acre country-side property, located on a quiet country road yet close to food stores, restaurants, and other amenities. The newly remodeled 5 bedroom, 3 bath home is fully furnished and has plenty of spacious living areas for family and friends. Enjoy the outside beauty with our covered deck, playground, fire pit, and picturesque pond. There are large open spaces for games, rest, and relaxation!

4.99 out of 5 average rating, 84 reviews