Vacation rentals in Holland

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Top-rated vacation rentals in Holland

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

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Top guest favorite
Cottage in Brimfield
4.98 out of 5 average rating, 104 reviews

Cheerful cottage by Little Alum Lake & Sturbridge

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Superhost
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge
4.94 out of 5 average rating, 324 reviews

Lake Front Home Sleeps 6-8 on a private Peninsula!

Stunning year-round waterfront home on its own private peninsula—sleeps 6–8 with 3BR/2BA, a spacious living room with sliders to a wraparound deck, and a heated sun porch offering panoramic lake views. Nearly every window overlooks the water. Outside, enjoy a private dock, new stone patio & firepit, small beach area, kayaks, canoe, and rowboat. Perfect for families, couples, or a friends’ getaway. See walkthrough videos at on YouTube @CedarLakeCottage Summer: 4-night min | Holidays: 3-night min

Top guest favorite
The sun sets over the calm waters of Cedar Lake, casting a golden glow across the surface. Fluffy clouds are visible in the sky, reflecting the warm colors of the sunset. A serene atmosphere is created by the natural surroundings.
Cottage in Sturbridge
4.97 out of 5 average rating, 174 reviews

Cedar Sunrise

Welcome to Cedar Lake. Come enjoy the lake and all it has to offer while staying in this cottage at the waters edge. This home may be small, but it offers a full kitchen with microwave, gas stove, Keurig and full size refrigerator. Open concept living, dining and kitchen. One bedroom with queen size bed, an open loft with a twin size bunk bed with trundle and a pullout couch in the living room. Full size bathroom with tub, washer & dryer on site. Enjoy grilling on the deck and soaking up the sun

Guest favorite
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, 228 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

Guest favorite
The image showcases a spacious green yard surrounding a charming gazebo. In the foreground, assorted seating arrangements invite relaxation. The background features trees in full bloom, enhancing the natural setting and providing a peaceful atmosphere.
Home in Brimfield
4.87 out of 5 average rating, 315 reviews

Little House Inn - Brimmy - Private Home

Relax & enjoy the whimsy of our Little House. Create your own fantasy in our Pirate/Castle-themed bedroom perfect for kids of all ages. Our home is kid & pet friendly, filled with games and activities for the whole family. Enjoy our home's private backyard that includes a babbling brook & fire pit. Whip up a meal in our full kitchen then sit back & relax with the family or friends. We are located 2 miles from the center of Brimfield on rural rte 19. Check out our guidebook for places to see.

Guest favorite
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, 156 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!

Guest favorite
Home in Stafford
4.93 out of 5 average rating, 107 reviews

Serene Lakefront Retreat

This idyllic 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake accommodates up to 6 guests (4 beds), offering an unforgettable experience for your family. Enjoy breathtaking views from the cozy living area or the private deck. Kayak (2 included), swim off the floating dock, stargaze, grill out and enjoy your coffee on the deck! Separate workspace and free Wi-Fi for those working from home. Perfect for Brimfield Antique attendees. Book now for a relaxing getaway!

Top guest favorite
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, 100 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.

Guest favorite
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, 123 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.

Guest favorite
A spacious outdoor deck features comfortable seating with woven chairs, a dining table under an umbrella, and scenic views of the lake. Lush greenery surrounds the area, and a private dock with water activities is visible in the distance, creating a serene lakeside setting.
Home in Holland
4.88 out of 5 average rating, 52 reviews

Lakeside Haven, Tranquil Waters

Experience lakeside bliss at this tranquil retreat! With 2 bedrooms + a separate bunkhouse, the house accommodates up to 9 guests. Enjoy modern amenities, a fully equipped kitchen, brand new Samsung Frame TV & central air. Outdoor delights include multiple fireplaces, a private dock with water toys & stunning lake views. Conveniently located off I-84, it's a short drive to Sturbridge, Boston, Providence & Hartford. Don't miss out on this perfect lakeside escape!

Top guest favorite
A serene lakefront view is captured, featuring a calm body of water reflecting clouds and surrounding trees. A fire pit is positioned on a gravel area, accompanied by red and brown chairs, inviting relaxation by the water's edge.
Home in Holland
4.91 out of 5 average rating, 56 reviews

Sandy Beach House

Lake Life! Come home to a wonderfully appointed, newly renovated 5 bedroom lakefront house on the South Basin of Hamilton Reservoir. Enjoy swimming, boating, lawn games, and sunbathing outdoors. Rainy day? No problem! Stay busy playing board games, singing karaoke, sweating it out in the sauna or just watching a movie. Two living rooms allow separate spaces for kids and parents to gather. Private chef available upon request. Book your stay today!

Guest favorite
Home in Holland
5.0 out of 5 average rating, 19 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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