Vacation rentals in New Milford

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Top-rated vacation rentals in New Milford

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

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Top guest favorite
A spacious studio apartment features large windows allowing natural light to fill the room. A comfortable king size bed is positioned alongside a cozy seating area with a sofa and coffee table. A textured area rug covers the hardwood floor, adding warmth to the space.
Apartment in Pawling
5 out of 5 average rating, 132 reviews

Quiet Studio Apartment in Pawling

For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Top guest favorite
A spacious deck features a traditional wood-burning hot tub, reflecting the surrounding trees and sky. Nearby, a dining set provides a place to enjoy meals outdoors, surrounded by the natural beauty and serenity of the cabin's setting.
Cabin in New Milford
5 out of 5 average rating, 104 reviews

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Top guest favorite
An aerial view captures a sprawling farm landscape at sunset, with the sun dipping behind rolling hills. The guest house, white with a gray roof, is surrounded by green fields and lush vegetation, creating a serene atmosphere.
Farm stay in New Milford
5 out of 5 average rating, 129 reviews

Farm House

A serene get away in a farm cottage on a real working farm. We homesteaded this property in 2012 and have created our own slice of paradise. We grow produce and flowers we sell at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, chickens, barn cats and a resident farm dog, Finula. You're welcome to roam the property, sit by the pond, visit with the animals, take a tour of the farm or explore all that Litchfield county has to offer!

Superhost
A functional kitchen is equipped with stainless steel appliances, including an oven and microwave. White cabinets provide ample storage, while a granite island offers seating with four high-backed chairs. The open layout connects to a dining area, creating a seamless flow throughout the space.
Home in New Milford
4.88 out of 5 average rating, 202 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Guest favorite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.95 out of 5 average rating, 237 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Guest favorite
The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.
Home in Cornwall
4.98 out of 5 average rating, 160 reviews

The Farmhouse

Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Top guest favorite
A welcoming living area features a green sofa positioned next to large glass doors that open to a view of the outdoor surroundings. A round side table is placed nearby, and natural light fills the space, highlighting the warm wooden walls and floor.
Guesthouse in New Milford
4.98 out of 5 average rating, 113 reviews

Luxury in the Litchfield Hills

Enjoy this gut-renovated two-floor post-and-beam luxury cottage just outside Kent, CT. Just 9 minutes from downtown Kent and close to the best of Litchfield County, our cottage sits on a serene 3.5 acre property that backs up to protected woodlands. We painstakingly brought the rustic space into the present, with a new kitchenette; bathroom with a massive, spa-like shower; new HVAC; and hotel-like accommodations. Close to Kent School, Canterbury, and great for a romantic getaway.

Guest favorite
A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.
Cabin in Sherman
4.96 out of 5 average rating, 431 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Superhost
A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.
Apartment in Brookfield
4.91 out of 5 average rating, 316 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Top guest favorite
A cozy living room is furnished with two gray sofas and a patterned armchair. A wooden coffee table sits in the center, complemented by a decorative plant. Natural light enters through large bay windows, highlighting the space's warm, neutral tones.
Home in Sherman
5 out of 5 average rating, 102 reviews

Slice of Paradise in the Country

Our "Slice of Paradise in the Country" is the perfect place to relax, unwind, and get away from it all. Whether you're visiting family or friends in the area, looking forward to some hiking/skiing/dining out/shopping, or seeking a beautiful setting to concentrate on finishing up some work, our home has absolutely everything you'll need for a comfortable and memorable stay.

Top guest favorite
A rustic cabin stands amidst a snowy landscape, surrounded by trees with bare branches. Soft sunlight filters through, casting gentle shadows on the ground. A small patio area is visible in front, featuring outdoor seating and a stone wall that complements the natural setting.
Cabin in Woodstock
4.93 out of 5 average rating, 825 reviews

Byrdcliffe Artist Studio (27.1-1-70)

Historic Byrdcliffe Artist's Studio ... is a classic cabin in the woods where theater companies were launched, cartoon characters drawn, and famous books written. Quiet & inspirational, perfect for artists, couples, close friends, and small families. A place to breathe fresh air & see the stars. Everyone is welcome!

Top guest favorite
A charming blue house is framed by a well-maintained lawn, featuring white trim and multiple windows. The entrance boasts a red door, and a small porch is adorned with chairs. Surrounding trees provide shade, contributing to a peaceful outdoor environment.
Guest suite in Kent
4.99 out of 5 average rating, 117 reviews

Bright 1-bedroom in walking distance to town

Super bright and comfortable 1-bedroom apartment includes parking, queen-sized bed, Nespresso & Coffee machines, two televisions, Wi-Fi, Netflix, HBO and Hulu. Walk to restaurants, or hike to one of the nearby trails that surrounds the town. Walking distance to the Kent School.

Popular amenities for New Milford places to stay

When is the best time to visit New Milford?

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Avg. priceﺩ.ﺇ881ﺩ.ﺇ826ﺩ.ﺇ903ﺩ.ﺇ900ﺩ.ﺇ1,102ﺩ.ﺇ1,069ﺩ.ﺇ1,120ﺩ.ﺇ1,289ﺩ.ﺇ1,061ﺩ.ﺇ1,065ﺩ.ﺇ1,065ﺩ.ﺇ948
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in New Milford?

    Experience the best of New Milford with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in New Milford?

    Yes! Work meets play with ease at over 60 house rentals in New Milford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in New Milford?

    New Milford has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in New Milford?

    Four-legged friends are welcome in New Milford. Choose from more than 30 house rentals for guests traveling with pets.

  • Are there New Milford house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in New Milford, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in New Milford have air conditioning?

    Absolutely! We offer over 80 house rentals with air conditioning in New Milford. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in New Milford have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in New Milford. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in New Milford have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in New Milford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in New Milford have a gym?

    Absolutely! We offer over 20 house rentals with a gym in New Milford. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cabin Rentals in New Milford?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in New Milford

  • Total vacation rentals

    Explore 140 vacation rentals in New Milford

  • Nightly prices starting at

    New Milford vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 7,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of New Milford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across New Milford rentals

  • 4.9 Average rating

    New Milford stays are highly rated by guests—averaging 4.9 out of 5!