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
Home in Woodstock
4.93 out of 5 average rating, 60 reviews

Country Lake Oasis

Escape to tranquility at this waterfront retreat! Breathtaking sunset views over a pristine, swimmable lake with a sandy beach and floating dock. Newly updated home features a relaxing spacious deck, fully equipped kitchen and pristine wood floors. Nestled on a quiet dead-end street, this haven offers a kayak and paddle boat for water adventures. Embrace the serenity with an outdoor fire pit, fishing from the pier, and lakeside BBQs. Inside, discover an Experience rural beauty. Paradise awaits!

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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, 223 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

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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, 53 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!

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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
4.93 out of 5 average rating, 15 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!).

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Guest favourite
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
4.92 out of 5 average rating, 119 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.

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Top Guest favourite
A charming two-story house is framed by lush green trees and manicured lawns. The front porch offers an inviting entrance, while large windows allow for natural light. The surroundings are peaceful, enhancing the serene country setting.
Apartment in Ashford
4.96 out of 5 average rating, 212 reviews

On The Run Farm

Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.

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Guest favourite
Home in Holland
5 out of 5 average rating, 13 reviews

Renovated Lakefront Retreat Near Sturbridge

Welcome to your modern lakefront retreat on Hamilton Reservoir! This newly renovated, family-friendly home offers an open-concept layout with stunning views, two bedrooms plus extra sleeping areas, and bright, comfortable spaces to relax. Step from the sun porch to your private deck and backyard with direct lake access, kayaks, and floats. Just 12 minutes from historic Sturbridge Village, it’s the perfect blend of comfort and New England charm.

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Top Guest favourite
Home in Tolland
4.98 out of 5 average rating, 62 reviews

Backyard Tiny House in the Woods

Cozy rustic tiny house nestled in the forest behind our home. Enjoy a private wooded setting, warm wood interiors, and an arched ceiling that opens the space. Climb to the loft for a comfy queen bed and peaceful views of the trees. A simple, quiet retreat perfect for unwinding in nature. The stairs to the loft are very steep and the ceiling is low up there. It would not be ideal for for children or those who can’t climb the stairs.

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Guest favourite
Home in Brimfield
4.94 out of 5 average rating, 17 reviews

Blue Bungalow 19 | Brimfield close to Sturbridge

Welcome to Lakeside Whimsy. This charming cottage blends cozy comfort with whimsical decor and modern updates. It features 2 bedrooms, an open-concept kitchen, full bath, and in-unit laundry. Thoughtful touches throughout make this the perfect retreat for those looking for a unique and relaxing getaway. Centrally located in East Brimfield, we are minutes to restaurant row in Sturbridge as well as to the Brimfield flea market.

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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, 69 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.

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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, 529 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)

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Guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 151 reviews

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

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Popular amenities for Holland holiday rentals

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