A calm river reflecting trees and houses, a bridge, and a park with benches.

New Milford Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for New Milford holiday rentals

Outdoor dining

1. Candlewood Lake Retreat with Private Dock

Candlewood Lake Retreat with Private Dock
New Milford
10.0 out of 10, Exceptional, (56 reviews)
"Great property for a family to enjoy the lake!"
United States
Jenny B.
The price is HK$11,495
HK$18,400 total
includes taxes & fees
18 Aug - 19 Aug
Candlewood Lake Retreat with Private Dock
Private kitchen

2. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
The price is HK$533
HK$1,131 total
includes taxes & fees
10 Aug - 11 Aug
Cozy private room in a shared home with a Full-size bed and private bathroom.
1 bedroom, Internet, bed sheets

3. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is HK$784
HK$1,445 total
includes taxes & fees
10 Aug - 11 Aug
Welcome to Sweet Abby Rose!
Property grounds

4. Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$628
HK$1,048 total
includes taxes & fees
10 Aug - 11 Aug
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Outdoor dining

5. Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is HK$628
HK$1,048 total
includes taxes & fees
19 Aug - 20 Aug
Glamping, family fun, pet friendly
Property grounds

6. Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"The accommodations were wonderful and comfortable."
United States
Chuck S.
The price is HK$863
HK$1,606 total
includes taxes & fees
10 Aug - 11 Aug
Hoppy Hill Farm House
Outdoor dining

7. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,144
HK$1,827 total
includes taxes & fees
26 Aug - 27 Aug
The Perch in the Purchase -- Cozy, unique, and private
Smart TV, fireplace, books

8. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,530
HK$1,955 total
includes taxes & fees
23 Aug - 24 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Exterior

9. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (35 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$770
HK$1,042 total
includes taxes & fees
7 Sept - 8 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
TV, fireplace, books

10. The Little Lake Cabin with hot tub

The Little Lake Cabin with hot tub
New Fairfield
10.0 out of 10, Exceptional, (3 reviews)
"Great location and lots to do despite it raining for half our stay! My dog enjoyed the yard and walks around the neighborhood. My son loved kayaking and having his first ever s’more. Honestly I wished we had booked a longer trip! "
United States
Lyndsey F.
The Little Lake Cabin with hot tub
Interior

11. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is HK$1,138
HK$2,310 total
includes taxes & fees
2 Sept - 3 Sept
Private Apartment in Southbury 101
Property grounds

12. Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Carmel
9.4 out of 10, Exceptional, (10 reviews)
"Such a lovely cabin - so many details to make for an incredible stay. Amazing location - lake, mountains! Wylda was wonderful."
United States
Clare
The price is HK$1,177
HK$2,278 total
includes taxes & fees
13 Aug - 14 Aug
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Interior

13. Architect-Designed Dome on Private 7-Acre Retreat

Architect-Designed Dome on Private 7-Acre Retreat
Dover Plains
The price is HK$1,942
HK$3,820 total
includes taxes & fees
11 Aug - 12 Aug
Architect-Designed Dome on Private 7-Acre Retreat
Cookware/dishes/utensils

14. Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (11 reviews)
"Nicole is a wonderful host. We had a fantastic stay at her house. The home was beautifully prepared, and we felt very comfortable throughout our visit. Even though it was a rainy weekend, we were still able to enjoy the huge hot tub and had a great time playing the card games and board games provided. Thank you!!"
United States
W Y.
The price is HK$3,530
HK$6,017 total
includes taxes & fees
16 Aug - 17 Aug
Awesome Lake Home with tons of fun!
Interior

15. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$855
HK$1,140 total
includes taxes & fees
8 Sept - 9 Sept
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Living area

16. The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean, comfortable place to stay. Beautiful, convenient setting. Will look to come back again some day for sure. "
United States
Kenneth M.
The price is HK$1,216
HK$2,440 total
includes taxes & fees
1 Sept - 2 Sept
The Hideaway
TV, fireplace

17. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,765
HK$3,307 total
includes taxes & fees
10 Aug - 11 Aug
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Coffee/tea maker, fridge, microwave, oven

18. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
The price is HK$1,185
HK$2,357 total
includes taxes & fees
3 Sept - 4 Sept
Private Apartment in Southbury 104
Coffee/tea maker, fridge, microwave, oven

19. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (4 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is HK$1,106
HK$2,266 total
includes taxes & fees
2 Sept - 3 Sept
Private Apartment in Southbury 103
Interior

20. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (13 reviews)
"The property was very clean and inviting and the owner was very welcoming and helpful!"
United States
Sarah
The price is HK$1,687
HK$2,136 total
includes taxes & fees
16 Aug - 17 Aug
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Milford Hotel Reviews

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

10/10 Excellent
"Staff was very helpful and friendly The restaurant was great and staff at the restaurant was wonderful"
William 2-night trip
Posted 2 hours ago
Heritage Hotel, Golf & Conference Center

Find out more about New Milford

Search for holiday rentals in New Milford on Expedia! You can easily find your home rentals, villas, holiday apartments in New Milford using one of the methods below:

  • View our selection of featured holiday rentals in New Milford
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  • Enter your travel dates to view the best deals on holiday rentals in New Milford while they last

Look no further and take a look at our great range of rental properties in New Milford!

Frequently asked questions

Can I find holiday rentals in New Milford?

Yes, there are holiday rentals close to the most popular sights in New Milford, or you can select a more secluded option if you're looking for a relaxing stay. New Milford is known for its cafés and entertainment choices. Make sure you have time to check out the shopping and festivals during your trip.

What are some of the best holiday rentals that New Milford has to offer?

Lakefront Summer Stunner in New England Just 2 Hours From NYC: This holiday home rental outside of New Milford is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals will I find in New Milford?

Expedia has 28 holiday rentals for your stay in New Milford.

What’s there to see and do in New Milford?

Candlewood Lake and Lake Lillinonah are a couple of lovely local spots to get outside and enjoy nature. While here, Elephant's Trunk Flea Market and Lake Waramaug are other places worth a visit.

What’s a holiday rental in New Milford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in New Milford. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.