Vacation rentals in Holland

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Top-rated vacation rentals in Holland

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Guest favorite

Home in Brimfield

4.89 out of 5 average rating, 197 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

Cabin in Thompson

4.99 out of 5 average rating, 122 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Guest favorite

The exterior of the house is framed by lush greenery and towering trees. A spacious driveway accommodates multiple vehicles, leading to the entrance of the property. The water is visible in the background, creating a serene lakeside setting.

Home in Sturbridge

4.94 out of 5 average rating, 263 reviews

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

DIRECT WATER FRONT RENTAL! This breathtaking property is located on it's own PENINSULA! Stunning water views from almost every window. This updated year round charming family home features 3 BR, 2 bath, large living room w/sliders to a wrap around deck, incredible views from a huge, heated sun porch. The large yard with a dock, NEW Patio/Firepit, small private beach area, with kayaks, canoe and a row boat! SUMMER MONTHS: 4 Night minimum Thanksgiving and Christmas Holidays have a 3 night minimum

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 402 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

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.

Top guest favorite

Home in Scituate

4.98 out of 5 average rating, 145 reviews

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. Pool has surcharge $20 if weather is good during your stay.

Top guest favorite

An exterior view of the entrance to a building showcases wooden double doors adorned with various decorative signs and vintage license plates. The area is framed by greenery, with a paved driveway leading up to the doors, contributing to a rustic and welcoming appearance.

Guest suite in Warren

4.95 out of 5 average rating, 301 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

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, 108 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 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, 170 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, 147 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 compact kitchen countertop features a microwave and a wooden storage box filled with assorted snacks. A bottle of organic honey is positioned alongside disposable cups. A paper towel holder and glassware are also visible, providing practical options for guests.

Apartment in Wilbraham

4.98 out of 5 average rating, 111 reviews

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

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Popular amenities for Holland vacation rentals

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Other great vacation rentals in Holland

Superhost

A serene three-season porch is showcased, featuring large windows that provide views of the lake and surrounding greenery. Comfortable seating is arranged around a wooden coffee table, with a dining table nearby. Bright natural light fills the space, enhancing the tranquil atmosphere.

Home in Sturbridge

4.85 out of 5 average rating, 55 reviews

Chic & Modern Studio Lakefront House with Loft

BeckyRating, 5 stars1 month ago

This was the PERFECT weekend escape. My boyfriend and I work high stress jobs in the cities and this little place and the beautiful surroundings was the perfect way to relax and get some space from the hustle and bustle.

Top guest favorite

Lounge chairs in vibrant colors are arranged next to the tranquil lake, framed by colorful autumn foliage. The calm water reflects the tree-lined hills, creating a peaceful setting. A dock extends into the water, inviting relaxation and leisure activities.

Home in Holland

5 out of 5 average rating, 6 reviews

Private Lakefront Home with Beach

BeccaRating, 5 stars2 weeks ago

This place is really pretty! Very comfortable & beautiful views. We felt like we had PLENTY of room! We had 6 adults. We were 1 hour outside of Boston & the drive was not bad at all. We drove there every day and back without problem!! I highly recommend this air bnb! It was perfect. Very responsive & helpful host with great recommendations for us!

Guest favorite

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, 176 reviews

On The Run Farm

EurídiceRating, 5 stars2 weeks ago

Perfect for a get away. Everything looks beter than the pictures. Clean and very comfortable. Laurie is an excellent host, very creative to make us feel comfortable. Next time I need a place to stay in Connecticut, I hoop this one is available.

Cows are grazing in a lush green meadow surrounded by trees. The scene features a mix of brown and black cattle, with verdant grass and foliage creating a serene and natural environment. The background shows a dense forest and a misty atmosphere.

Bungalow in Wales

4.88 out of 5 average rating, 212 reviews

Cozy Woodland Bungalow

AsherRating, 5 stars2 weeks ago

Delightful little Bungalow. Cozy. Well stocked kitchen (cookware, not food). Clean bathroom. Ironing board. Classical guitar. Sean Connery VHS. Felt like home.

Guest favorite

Home in Woodstock

4.92 out of 5 average rating, 39 reviews

Country Lake Oasis

AnitaRating, 5 stars2 weeks ago

Memorial Day weekend was cloudy, cool and windy, so my husband, elderly mother and I were especially pleased to have a nicely appointed and welcoming home base for hanging out. From a large screen TV down to the smallest of decorative details, Nicole has thought of everything to make for a relaxing stay. Having rented other places, I particularly appreciated spotless cookware, new bath towels, comfortable beds, and to top it all off an espresso machine! My tea drinking husband kept the electric tea kettle warm all morning. All this and a very nice, peaceful water view with great bird watching. We look forward to returning.

Guest favorite

A pathway leads toward the entrance of the apartment, flanked by greenery and wooden railings. Stone steps create a natural path through the yard, with a glimpse of the white building visible in the background under a clear blue sky.

Apartment in East Longmeadow

4.89 out of 5 average rating, 157 reviews

Private apartment: bedroom, bath, & kitchenette.

GladysRating, 5 stars1 week ago

I can’t say enough how lucky I was to find and have an extended stay at the suite offered by Ana. In addition to Ana being an exceptional host, the accommodations were all that I needed while staying at the apartment, the surrounding area was beautiful with many attractions, eateries and stores (many in walking distance). I was safe and secure and felt like I had the perfect home-away-from-home. I highly recommend Ana’s listing. It was perfect for me and Ana was a wonderfully special host. 🙏🏼🌈

A spacious indoor area features polished wooden floors and high ceilings. Large stained-glass windows provide soft natural light, while an easel and chair sit thoughtfully arranged in the foreground. The architectural details evoke a sense of history and artistry within the converted church.

Apartment in Belchertown

4.84 out of 5 average rating, 196 reviews

Artist Common

ColleenRating, 5 stars3 weeks ago

Quiet and comfy space! Plenty of room for our group with the bunk beds. The kitchen was great and had everything you might need to prepare a meal. There is coffee and a coffee maker. Full fridge and freezer, dishwasher, stove, oven, microwave. Lots of dishes and cooking items. The bathroom has a washer and dryer, and there was some laundry detergent. The tub and shower were nice and the water very hot. Plenty of towels. My older mom had a little bit of a hard time going down the steps into the space, and getting into the shower. So that is my only advice if you need an accessible space, this would be a challenge. The artistic decor and touches are awesome!! We had a great time attending my daughter’s graduation from Mount Holyoke, and did some sightseeing. Faves this trip were the Emily Dickinson museum and we drove up to the Summit of Mount Holyoke. Highly recommend both!! Thank you for providing us with a nice home away from home!

Top guest favorite

A screened-in porch offers expansive views of the lake through large windows. Comfortable seating arrangements are visible, featuring light-colored cushions and a geometric-patterned throw pillow. Bright natural light fills the space, creating a serene atmosphere perfect for relaxation.

Home in Sturbridge

5 out of 5 average rating, 34 reviews

Lake House in Sturbridge w/All the Views!

AmeliaRating, 5 stars2 weeks ago

We had a great stay at the lake house! It is in a great location--only 3-4 minutes from good restaurants. It's definitely set up well for families and my kids loved playing outside on the volleyball court. It has beautiful views from many rooms in the house because it is on a promontory on the lake. I highly recommend this place!

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Vacation rentals in Holland

Top-rated vacation rentals in Holland

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