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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Guest favorite

Home in Brimfield

4.88 out of 5 average rating, 201 reviews

Little House Inn - Brimmy - Private Home

NO CLEANING FEES - NO CHORE LIST. Relax with the family at our Little House. Create your own fantasy in our Pirate/Castle-themed bedroom perfect for kids of all ages. Our home is kid and pet friendly. We provide a portable crate for pet, food bowls, a kitty litter box and large back yard for our furry guests . Enjoy our home's private backyard that includes a babbling brook & fire pit. Whip up a meal in our full kitchen then sit back and relax with the family or friends. Check out our guidebook for places to eat & sightseeing opportunities.

Top guest favorite

A bright bathroom features a clawfoot bathtub, creating a focal point against the deep red walls. Natural light filters through a window, illuminating the space. Woven rugs add texture to the wooden floor, while neatly arranged towels are visible on a nearby bench.

Cottage in Petersham

4.99 out of 5 average rating, 201 reviews

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Top guest favorite

An outdoor fire pit area is bordered by two wooden Adirondack chairs, positioned for relaxation. Flames flicker warmly in the center, surrounded by smooth stones. In the background, a rustic red barn stands amidst lush greenery, with trees lining the property.

Farm stay in Thompson

4.99 out of 5 average rating, 190 reviews

Rustic Farmette Studio w/Pool & yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 405 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

Summer is here !! Enjoy fun relaxing water activities on beautiful Lake Bungee. Enjoy direct waterfront sunrises , 1400 sq ft. Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars. BBQ propane grill. Stroll around both lakes, see bird sightings,nature’s at its finest. Great local dining & wineries. Each season paints its own stunning beauty. Relax and enjoy Tranquility

Superhost

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

4.82 out of 5 average rating, 209 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 rustic cabin is surrounded by greenery, featuring a weathered wooden exterior. Four large windows are visible, framed by decorative red, white, and blue bunting. A small set of stairs leads up to the entrance, while a grassy area with trees provides a natural setting.

Tiny home in Holland

4.96 out of 5 average rating, 105 reviews

C. Chief Cook delightful tiny house

Enjoy peaceful surroundings of this rustic destination. Come relax at this former camp under renovation. Hang out by Lake Siog where you can paddle board, kayak, use the rowboat, find a meditation site, light a campfire or just rock on the hammock. Lake Siog has a number of hiking and biking trails and the Quinebog River Canoe Trail. We are close to the Brimfield Antique Flea Market, Palmer Antique Co-ops, Old Sturbridge Village and restaurants, wineries, and breweries like Treehouse Brewery.

Guest favorite

A compact bathroom corner is showcased, featuring a white toilet alongside a small waste bin. A wall-mounted toilet paper holder is positioned nearby, while a decorative framed artwork adds a subtle touch to the light-colored walls.

Loft in Tolland

4.97 out of 5 average rating, 249 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Guest favorite

A cozy seating area is highlighted by a plush armchair with decorative pillows. A small side table and a vintage floor lamp complement the space. A welcoming entrance door is visible, alongside a kitchenette with a microwave and storage, completing the inviting atmosphere.

Apartment in Sturbridge

4.96 out of 5 average rating, 109 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

A classic wood-burning stove is positioned in a corner, featuring ornate detailing and a blackened finish. Flames can be seen flickering inside the stove, providing warmth and a cozy ambiance. The surrounding area is painted in dark tones, complementing the stove's rustic appearance.

Apartment in Brimfield

4.98 out of 5 average rating, 171 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 favorite

A wooden dining table is set for a meal, featuring eight place settings with plates and glassware, positioned on an orange tablecloth. Natural light filters through a nearby window, illuminating the cozy atmosphere of the room.

Home in Union

4.83 out of 5 average rating, 148 reviews

Antique Home w Private Pond, Sturbridge /Brimfield

Minutes to Sturbridge, great craft breweries, (including TreeHouse), Brimfield Antique Flea Market. Our recently ( and ongoing) renovated 1800s farm house is ready for your next stay. It is quirky and not for perfectionists! Visit nearby Old Sturbridge and its many great shops and restaurants, and nearby State Parks. Plenty of room, fully equipped kitchen, comfy living rm & big dining room. 3 comfortable bedrooms upstairs. Very easy off/on the highway to be on your way quickly!

Top guest favorite

A serene pond with clear water is framed by a stone border, surrounded by lush greenery and flowering plants. In the background, a rustic red barn is partially visible, contributing to the tranquil farm setting.

Farm stay in Woodstock

4.99 out of 5 average rating, 201 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Top guest favorite

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guesthouse in Granby

4.99 out of 5 average rating, 825 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!