New Milford holiday rentals

We found 330 holiday rentals — enter your dates for availability
Discover a selection of 28 homes and other holiday rentals in New Milford that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a garden. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – New Milford

Showing deals for:13 Nov - 20 Nov

Balcony
Living area
Interior
Private kitchen
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

8% off
AU$12,425
for 7 nights, 1 home
AU$1,775 per night
includes taxes & fees
Nature & Luxury @Lavender Lake Est (Kosher optional)
Large Flagstone Terraces, Gas BBQ, Heated Pool
Exterior
Room
Barn Style Home - Best Location! Views!
Exceptional
(5 reviews)

"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT

Washington Depot

35% off
AU$10,062
for 7 nights, 1 home
AU$1,437 per night
includes taxes & fees
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Steam shower
Gorgeous sunsets every night
Private kitchen
Movie room with 85" 4k screen and surround sound Sonos System
Exceptional
(55 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
AU$11,593
for 7 nights, 1 home
AU$1,656 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Foyer
Sunset
Kitchen
Living Room
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
AU$17,953
for 7 nights, 1 home
AU$2,565 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
Private kitchen
Interior
Interior
Interior
Exceptional
(20 reviews)

Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups

Brookfield

17% off
AU$17,773
for 7 nights, 1 home
AU$2,539 per night
includes taxes & fees
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Easy access to the jungle gym & backyard from the lower level.
Large open kitchen & dining area has lots of comfortable seating.
Relax with your morning coffee or a glass of wine on our private back patio.
Exterior detail
Exceptional
(21 reviews)

Bantam Beauty - Surrounded By Nature!

Bantam

8% off
AU$8,172
for 7 nights, 1 home
AU$1,167 per night
includes taxes & fees
Bantam Beauty - Surrounded By Nature!
Living area
Dining
Private kitchen
Exterior
Exceptional
(5 reviews)

Magical woodland home, a property promising a serene getaway

Cornwall Bridge

12% off
AU$3,414
for 7 nights, 1 cabin
AU$488 per night
includes taxes & fees
Magical woodland home, a property promising a serene getaway
Property grounds
Interior
Private kitchen
Exterior
Exceptional
(31 reviews)

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury

8% off
AU$10,965
for 7 nights, 1 home
AU$1,566 per night
includes taxes & fees
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Private kitchen
Property grounds
Property grounds
Interior
Exceptional
(34 reviews)

Direct Lakefront Home on Lake Lillinonah with Elevator Access.

Brookfield

8% off
AU$7,165
for 7 nights, 1 home
AU$1,024 per night
includes taxes & fees
Direct Lakefront Home on Lake Lillinonah with Elevator Access.
View from property
Flat yard,
main floor, king bed with bathroom, fireplace, slider opens to deck and hot tub.
Living area
Exceptional
(85 reviews)

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

New Fairfield

8% off
AU$17,640
for 7 nights, 1 home
AU$2,520 per night
includes taxes & fees
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Seating area in kitchen close to the screened in porch
Property grounds
Stone fireplace is the centerpiece of the home and a great place to take photos
Lovely outdoor area and screened in porch to enjoy nature (without the bugs!)
Exceptional
(84 reviews)

Historic Warren/Kent Home

Cornwall Bridge

8% off
AU$3,685
for 7 nights, 1 home
AU$526 per night
includes taxes & fees
Historic Warren/Kent Home
Interior
Exterior
Living room
Private kitchen
Exceptional
(17 reviews)

Barn Apartment Hideaway

Washington Depot

15% off
AU$2,921
for 7 nights, 1 apartment
AU$417 per night
includes taxes & fees
Barn Apartment Hideaway
Dinning and sitting room - get ready for the sunsets.
Christmas vibes!!
Dining
Exterior
Wonderful
(10 reviews)

Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!

Sherman

12% off
AU$3,840
for 7 nights, 1 home
AU$549 per night
includes taxes & fees
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Living area
Property grounds
Living area
Private kitchen
Exceptional
(7 reviews)

Spacious Lakeside Hideaway

Newtown

8% off
AU$2,256
for 7 nights, 1 apartment
AU$322 per night
includes taxes & fees
Spacious Lakeside Hideaway

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The captivating area of New Milford awaits your stay

Come and experience New Milford and its entertainment, festivals and opera. Renowned for its cafes, shopping and hiking, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around New Milford

Do you want to find top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes New Milford a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hopkins Vineyard (9.2 mi / 14.9 km)
  • Thunder Ridge Ski Resort (10 mi / 16.1 km)
  • The Christmas Shop (11.2 mi / 18 km)
  • Quassy Amusement Park (14 mi / 22.5 km)
  • Centennial Golf Club (16.1 mi / 25.9 km)
  • Mohawk Mountain Ski Area (18.5 mi / 29.8 km)

Exploring the natural features in New Milford

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, New Milford is a great place to get outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Steep Rock Preserve (5.4 mi / 8.6 km)
  • Candlewood Lake (6.1 mi / 9.9 km)
  • Lake Lillinonah (7.4 mi / 12 km)
  • Lake Waramaug (8.7 mi / 14 km)
  • Lake Waramaug State Park (9.2 mi / 14.8 km)
  • Mount Tom State Park (10.5 mi / 17 km)

How to get to and around New Milford

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 14.7 mi (23.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 15.7 mi (25.3 km) away.

Frequently asked questions

What is the best area to stay in New Milford when booking a holiday rental?
When considering a holiday rental in New Milford, Connecticut, the vibrant neighbourhood of downtown is an excellent choice. This area boasts a charming atmosphere with its picturesque streets lined with local shops, cafes, and restaurants, making it superb for visitors who enjoy exploring on foot. Additionally, the downtown area is home to attractions such as the beautiful Town Green, where you can often find community events, and the historic New Milford Train Station, which adds a touch of character to the surroundings.Another appealing option is the area surrounding Candlewood Lake, particularly popular for those who love outdoor activities. This scenic lake offers opportunities for swimming, fishing, and boating, making it a fantastic spot for families and nature enthusiasts alike. The surrounding parks and trails provide ample space for hiking and enjoying the natural beauty of the region.Overall, New Milford has a diverse range of properties available, suiting various preferences, whether you seek a quaint cottage or a modern apartment.
Where are the best areas for renting a beach house in New Milford?
For renting a beach house in New Milford, the picturesque areas along Lake Lillinonah are ideal. This stunning lake offers a serene setting for holiday rentals, with many properties situated right on the water's edge. Expect to find amenities such as private docks, outdoor decks, and ample space for family gatherings, making it superb for those looking to enjoy water activities like swimming and fishing.The area around the lake is also known for its natural beauty, with plenty of opportunities for hiking and exploring the local wildlife. Rentals here often come equipped with modern kitchens, barbeque grills, and spacious living areas, providing a comfortable retreat after a day of enjoying the outdoors.Additionally, the nearby town centre hosts local shops and restaurants, adding to the convenience for travellers. The proximity to parks and recreational areas enhances the appeal of beach house rentals in this region, making it a great destination for a relaxing getaway.
What is the most popular type of holiday rental accomodation in New Milford?
In New Milford, holiday houses are the most popular type of holiday rental, with approximately 64 available throughout the area. These homes typically offer spacious living arrangements, multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation, making them ideal for families or larger groups looking to enjoy the surrounding natural beauty. Additionally, there are around 12 apartments and 12 cottages, providing more compact options for those seeking a cozier stay. For those interested in a different experience, several campsites and cabins are also available, suiting travellers wishing to immerse themselves in the great outdoors.
Are there any family house rentals in New Milford?
In New Milford, Connecticut, families will find a selection of around 15 family-friendly house rentals. This charming town offers a mix of spacious properties, great for accommodating groups, with amenities such as fully equipped kitchens, generous living areas, and outdoor spaces for children to enjoy. Many homes are located near local parks and recreational areas, providing opportunities for outdoor activities like hiking and picnicking.Visitors can explore the picturesque downtown area, which features quaint shops and restaurants, or take a leisurely stroll along the scenic banks of the Housatonic River.
Can I rent a holiday home with a pool or hot tub in New Milford?
In New Milford, there are several holiday homes available for rent that feature pools or hot tubs, providing travellers with a refreshing retreat. This charming town, located in the picturesque Litchfield County, offers a mix of serene countryside and convenient access to local amenities. Many of the properties available include spacious outdoor areas, great for relaxing by the pool or soaking in a hot tub after a day of exploring the surrounding natural beauty.The rentals often come equipped with modern amenities such as fully stocked kitchens, comfortable living spaces, and Wi-Fi, ensuring a pleasant stay for families or groups. Some properties may also feature outdoor dining areas and barbecue facilities, making them ideal for enjoying al fresco meals in a tranquil setting.
Are there pet-friendly house rentals in New Milford?
In New Milford, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties come equipped with amenities such as spacious backyards, which are ideal for pets to roam and play. Inside, you can expect modern kitchens, comfortable living areas, and multiple bedrooms, accommodating families or groups travelling together.The town is surrounded by beautiful natural landscapes, including the scenic Lake Lillinonah, which offers opportunities for outdoor activities like hiking and fishing. Nearby parks, such as the Harrybrooke Park, provide additional space for walks and picnics, making it a great spot for pet owners to enjoy the outdoors.
Are there any remote work holiday rentals in New Milford?
In New Milford, Connecticut, there are numerous remote work holiday rentals available, with around 92 options to choose from. This charming town, located in the scenic Litchfield County, offers a peaceful environment ideal for those working remotely. Many of these properties come equipped with amenities tailored for productivity, such as dedicated workspaces and high-speed Wi-Fi, ensuring a seamless work experience.Travellers can expect a variety of accommodations, ranging from modern apartments to cosy houses, often featuring comfortable living areas and fully equipped kitchens for convenient meal preparation. The picturesque surroundings are great for taking breaks, with opportunities for outdoor activities such as hiking in nearby parks or enjoying the serene views by the lakes. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in New Milford?
In New Milford, popular rental amenities include well-equipped kitchens, allowing guests to prepare their meals conveniently. Many properties also feature coffee and tea makers for a quick caffeine fix, alongside onsite parking to ensure easy access. Guests can expect the inclusion of blenders for smoothies or other culinary needs, as well as outdoor spaces like decks or patios, superb for enjoying the serene surroundings.
When is the best time to visit New Milford for a holiday rental?
The best time to visit New Milford for a holiday rental is during the peak season from July to September. This lively period attracts visitors looking to enjoy the area's beautiful natural landscapes and partake in outdoor activities. With warm summer temperatures averaging around 20 to 30 degrees Celsius, it's an ideal time for hiking, kayaking, and exploring the charming downtown area.July stands out as the most popular month, where you can immerse yourself in the local culture. The town often hosts summer festivals, farmers' markets, and outdoor concerts, making it a vibrant hub for both relaxation and entertainment. The lush greenery and scenic views create a great backdrop for those seeking adventure or simply wishing to unwind in a picturesque setting.For those considering a visit during a quieter time, November is a wonderful option. This month offers a unique chance to appreciate New Milford's peaceful atmosphere as the fall foliage transitions into winter's embrace. Enjoying the crisp air while walking through the serene parks or along the Housatonic River can be a refreshing experience.
What are the top attractions in New Milford?
In New Milford, visitors can enjoy a variety of attractions that showcase the town's natural beauty and historical charm. The picturesque Candlewood Lake is a highlight, offering opportunities for boating, fishing, and lakeside relaxation. Nearby, the scenic Lovers Leap State Park features hiking trails with stunning views of the Housatonic River and the surrounding landscape.The historic downtown area is home to a selection of quaint shops, cafes, and restaurants, providing a lovely atmosphere for leisurely exploration. The New Milford Historical Society and Museum offers insights into the town's rich heritage, while the nearby Harrybrooke Park features walking paths, gardens, and a charming gazebo, making it a great spot for picnics and outdoor gatherings.For those interested in arts and culture, the town often hosts local events and festivals that highlight community talent.
Are all fees included in the New Milford holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any New Milford holiday homes with parking?
Stayz offers a wide selection of holiday homes in New Milford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for New Milford holiday homes?
You can find great discounts on holiday homes in New Milford on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my New Milford holiday home booking on Stayz?
To find New Milford holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in New Milford?
A long-stay holiday home in New Milford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a New Milford holiday home?
Book your New Milford holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in New Milford?
Prices for holiday homes in New Milford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in New Milford to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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