Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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Top guest favourite
The exterior of the cottage is shown, featuring a combination of wood and stone textures. Wide porches wrap around the entrance, while large windows provide natural light. Snow lightly covers the ground, enhancing the peaceful countryside setting, with scattered trees visible in the background.
Home in Brantford
4.99 out of 5 average rating, 142 reviews

Langford House

Set on the front of a 7 acre country property, the cottage is minutes from Brantford & Ancaster. Enjoy the beautiful open countryside views & a cozy cottage to relax. Just around the corner from the Twin Valley Zoo, & the Rail Trail. Some other local attractions include the Historic Bell Homestead, Wayne Gretzky Sports Centre, Windmill Country Market, Grand River, Oshwegen Speedway, Grand River cruises (must be booked ahead of time), & Grand Adventures for canoeing in the nearby town of Paris.

Guest favourite
A cozy cabin is illuminated by warm lights, set against a snowy landscape. The structure features a single door and multiple windows, reflecting light from the interior. Snow surrounds the cabin, with a frozen pond visible in the foreground, enhancing the serene winter scene.
Cabin in Windham Centre
4.93 out of 5 average rating, 256 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Guest favourite
A spacious studio layout is presented with hardwood flooring and white walls. A comfortable bed is positioned alongside a small stool and two armchairs, while a kitchen area features a classic stove and countertop. Natural light filters through a window draped with white curtains.
Home in Waterford
4.81 out of 5 average rating, 81 reviews

Cellar Suite with Hot Tub Vineyard

Unwind in our cozy, studio-style Cellar Suite located on the lower level of a beautifully preserved century farmhouse at Bonnieheath Estate in Norfolk County. This rustic meets chic retreat features an electric fireplace, indoor hot tub, fully equipped kitchen and a modern bathroom with standing shower, perfect for a relaxing escape. Just steps away from the vineyard, winery and lavender fields, this suite is ideal for romantic getaways, wine lovers or solo travellers seeking a peaceful stay.

Guest favourite
Five alpacas are seen walking across a grassy area in front of a large, restored barn. The barn features a dark roof and wooden siding, with a door visible on the lower level. A clear blue sky and scattered clouds provide a bright backdrop.
Farm stay in Caledonia
4.97 out of 5 average rating, 104 reviews

Alpaca farm stay and bunkie getaway.

A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

Top guest favourite
A repurposed shipping container is set within a forested area, surrounded by tall trees. A circular fire pit made of smooth stones can be seen in the foreground, with a fire crackling. A hammock is hung between two trees nearby, and two chairs are positioned on a wooden deck.
Shipping container in Simcoe
4.97 out of 5 average rating, 125 reviews

Little Can in the Pines - Bunkie No. 1

*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

Guest favourite
An inviting outdoor space features four comfortable chairs arranged around a fire pit on a wooden deck. Glass railings provide unobstructed views of the surrounding greenery. String lights hang above, creating a welcoming ambiance for gatherings under the sky.
Cottage in Port Dover
4.97 out of 5 average rating, 150 reviews

Waterfront Gem in a tranquil location

Welcome to the River House, our tranquil retreat located in the town of Port Dover on the black creek(90 minutes south of Toronto). Please note: our TV has Netflix but no Cable! Whether you're seeking a peaceful family getaway or a romantic escape, The River House has it all. A short 5-10 minutes walk takes you to beautiful Lake Erie beach, restaurants, Lighthouse and gift shops or head down the river to enjoy nature. Note: During winter/snow month , our gas fireplace is not available!

Guest favourite
A modern kitchen is equipped with black cabinetry and stainless steel appliances. A central island with seating for four is paired with a double sink. Under-cabinet lighting and large windows contribute to a well-lit cooking area, enhancing the inviting ambiance.
Flat in Brantford
4.93 out of 5 average rating, 84 reviews

The Station House

Don’t judge this book by it’s cover. Steps from VIA Rail Brantford this unique apartment awaits your stay. The fully equipped kitchen with a dishwasher and gas stove will make your stay feel like your at home if you love to cook. Washer/dryer in unit for those extended stays. The bathroom will leave you speechless and mesmerized with its eclectic style. The cozy bedroom has 3 skylights to let that natural light in. Apartment is very soundproof so you only feel the odd train rumble by.

Guest favourite
Flat in Port Dover
4.87 out of 5 average rating, 119 reviews

Oasis at Anthony's Gardens

The Oasis is a unique tropical paradise. The patio has an outdoor fire-pit, numerous tropical plants such as lemon trees, hibiscus, palms and banana. Private outdoor dining bar on deck with natural gas barbecue and umbrella and also a table and chairs on the lower patio in the courtyard. Park right in front of your entrance. Full kitchen, large flat screen smart TV with sound bar, pull out couch, full bath with shower, queen size bed, portable crib. Laundry is optional.

Top guest favourite
A spacious living room is highlighted by a large sectional couch adorned with soft pillows. A round wooden coffee table sits in the center, accompanied by a decorative vase. Natural light enters through large windows, reflecting off the hardwood floors and creating a relaxed ambiance.
Bungalow in Port Dover
4.93 out of 5 average rating, 100 reviews

Beach-chic | Palm Springs design | Close to beach

Take up the fine art of daydreaming at “The Sun,” one of two units at the Swell House. If an easy-breezy minimalist design with a boho twist is the kind of aesthetic that makes you swoon, you’ll love staying here and soaking in everything this beachside town offers. In only 1-2 hours, you can escape the city to a historic beach bungalow just a 5-8 minute walk from the beach strip, but be warned you may never want to leave after seeing the private resort-style backyard.

Guest favourite
Guest suite in Brantford
4.84 out of 5 average rating, 122 reviews

Small studio suite for One adult Priv Entrance $59

Single traveller and need a place to rest your head. 10 min walk to Brantford General Hospital. 15 min walk to Laurier University and Conestoga college. 1 bedroom 11x11 ft with private ensuite .. single bed for 1 person. This is a guest suite with ensuite, no tub. separate entrance from main house with free parking. This home has extérior Ring camera on the parking area .Smart tv in room for streaming. No food provided. Bottled water/ coffee /tea available.

Superhost
A cozy living room space is presented with a dark couch and a light-colored rug. A television is mounted on the wall. Natural light is softly filtered through the room, while a floor lamp adds warmth. Decorative flowers enhance the aesthetic near the staircase.
Guest suite in Brantford
4.74 out of 5 average rating, 65 reviews

Bright Basement Suite in a Family Home

Welcome to your private basement space in West Brantford! Explore our fully furnished basement suite in our home with a spacious living room, inviting queen bed, and sleek 3-piece bathroom. Enjoy privacy with a separate entrance via the garage door. Relax on the 6-seater couch, watch TV, or dine at the table. Complimentary WiFi and street parking provided. No kitchen, no laundry or pets not allowed for a peaceful stay. Book your stay with us now!

Guest favourite
Cabin in Aldershot Central
4.97 out of 5 average rating, 348 reviews

Animal Lovers Dream! Barn Loft in Burlington

Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

Popular amenities for Boston holiday rentals

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