Holiday houses in Holland

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Top-rated holiday rentals in Holland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A stone pathway leads towards the cabin, surrounded by natural landscaping and soft outdoor lighting. Potted plants and flowers add touches of color along the gravel and paver stone path, inviting guests to explore the serene outdoor setting.
Cabin in Holland
4.83 out of 5 average rating, 226 reviews

4 Seasons Lake View Cabin Holland

Quirky quaint older cabin. Small, but functional spaces, natural landscaping and under the trees , well water. Other seasonal and year round cabins surround it.If you are NOT looking for a chain hotel this is a great space, it has upgrades like mini splits, but it is a cabin and is for the nature lover who enjoys the area, the lake, the quiet and proximity to Brimfield Markets, Sturbridge Village, Tree House etc . I strive to keep updating and improving, great location to explore New England

Top Guest favourite
Two Adirondack chairs are positioned near a fire pit, surrounded by decorative stones and tree stumps. A view of the sparkling water and nearby houses can be seen in the background, framed by lush green trees that enhance the peaceful outdoor setting.
Cottage in Holland
4.98 out of 5 average rating, 54 reviews

Blissfully Peaceful Cottage nestled on lake

Relaxing and quaint cottage nestled on the pristine and bountiful waters of the Hamilton Reservoir. Perfect place to step back with the family and take a much needed timeout to reconnect with your loved one(s). The reservoir is pristine and is clear up to 4’ down. Perfect for swimming or just relaxing on the private beech located steps away. Be our guest, come out and enjoy this peaceful place and take the time to make memories that will last a lifetime. Looking forward to hosting you!

Top Guest favourite
Tiny home in Mansfield
5 out of 5 average rating, 19 reviews

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Top Guest favourite
An inviting open suite features exposed wooden beams and warm, natural light. A spacious bed is positioned against a wall, framed by a colorful artwork. Comfortable seating is provided with a gray armchair nearby, complemented by bright yellow curtains covering a window.
Apartment in Sturbridge
4.96 out of 5 average rating, 154 reviews

Main Street Suite

Enjoy a boutique hotel experience in a historic New England town. This private, well-equipped suite is housed in a mixed use building (with a few small businesses with daytime hours) next door to a popular craft beer pub, and across the street from a hopping neighborhood Japanese restaurant. Enjoy everything you need in a home base with quick access to Old Sturbridge Village, lakes, trails, wineries, breweries, restaurants, farmers’ markets, festivals, events, antiquing, and more!

Top Guest favourite
A bright living space features a spacious bed with light bedding and a cozy couch. A high-top dining table with teal chairs provides a dining area. The kitchen, equipped with essential appliances, is visible in the background. Natural light enters through a large window.
Apartment in Brimfield
4.99 out of 5 average rating, 202 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Guest favourite
The image captures a serene view of the lake with calm waters reflecting the surrounding greenery. A private dock and various boats are visible, enhancing the outdoor atmosphere. Lush trees frame the scene, providing a natural backdrop to this tranquil lakeside setting.
Home in Holland
4.94 out of 5 average rating, 16 reviews

Cozy Lake Retreat | Halloween Decorated Getaway

Welcome to our Halloween-themed lake house, where cozy meets creepy, in a fun way! Nestled near the water (see images), this charming retreat is perfect for fall lovers and Halloween fans alike. Enjoy spooky décor, flickering candlelight, and autumn vibes all year round. Relax by the firepit, take in the misty lake views, or curl up with a classic horror movie. Whether you're here for a haunted getaway or a peaceful escape, this lakeside haven is a treat (no tricks!).

Top Guest favourite
A private outdoor patio area features a round table surrounded by four chairs, positioned on a brick surface. A swing chair is visible nearby. The peaceful lake view extends beyond, framed by trees and rolling hills under a bright blue sky.
Cottage in Holland
4.96 out of 5 average rating, 94 reviews

Cozy Lakefront Cottage

Welcome to our rustic, seasonal cottage on the lake. Perfect for couples or friends looking for a quiet getaway, or small families w/kids beyond toddler age. Newly renovated. Clean & comfortable. Use of the entire cottage, including; 2 bedrooms, well equipped kitchen, comfortable living room w/flat screen TV & DVD player, screened in porch, private outdoor patio & small beach area w/dock, & 3 kayaks. Centrally located near Sturbridge w/easy access to I-84 & MassPike.

Superhost
A cozy house is framed by tall trees, with a snow-covered landscape surrounding it. The exterior features a combination of warm wooden siding and a brick chimney. A large screened porch is visible, offering a seamless connection to nature.
Home in Holland
4.91 out of 5 average rating, 120 reviews

D. Chief's Lodge Cheerful Cabin at the Camp

Year round house: you'll have a great time at this comfortable place to stay. Camp Mishnoah, a former Girl's Club Camp, is undergoing restoration into a wellness retreat. This rental is a stand alone house. A very comfortable queen size bed and a single bed in a separate bedroom, lodge style living room with a vaulted ceiling, full kitchen, bathroom with shower and a half bath. Access to the pond and hiking trails. Nearby Sturbridge Village and Tree House Brewery.

Top Guest favourite
A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.
Apartment in Northampton
4.99 out of 5 average rating, 258 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Guest favourite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden
4.9 out of 5 average rating, 532 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Top Guest favourite
A charming blue cottage is set amidst colorful autumn foliage. The front features a well-maintained garden with ornamental flowers and a stone pathway leading to the entrance. A small seating area with chairs invites relaxation, complemented by a wooden railing along the deck.
Cottage in Holland
4.93 out of 5 average rating, 72 reviews

The Maybrook: Lake & Sauna

Welcome to Maybrook Cottage, a cozy and peaceful 2-bedroom oasis with lake access that includes kayaks and paddle boards, a 2-person sauna, jacuzzi tub, gas fireplace, and complimentary coffee & tea. Find top-rated restaurants, hiking trails, shops, breweries, wineries, and more nearby. We are 13 min from Old Sturbridge Village, 15 min from Treehouse Brewery, 30 min from Worcester.

Top Guest favourite
The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.
Treehouse in Willington
4.92 out of 5 average rating, 531 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

Popular amenities for Holland holiday rentals

  1. Airbnb
  2. United States
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  4. Hampden County
  5. Holland