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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for New Milford holiday rentals

Private kitchen

1. 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
10.0 out of 10, Exceptional, (1 review)
"Clean and close to activitys"
United States
randall
The price is HK$600
HK$1,208 total
includes taxes & fees
4 Oct - 5 Oct
Cozy private room in a shared home with a Full-size bed and private bathroom.
Interior

2. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
New Milford
The price is HK$3,530
HK$6,064 total
includes taxes & fees
21 Sept - 22 Sept
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining
Property grounds

3. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
8.6 out of 10, Excellent, (36 reviews)
"Very serene location, the host was very responsive and helpful."
United States
Stephen L.
The price is HK$996
HK$2,758 total
includes taxes & fees
18 Oct - 19 Oct
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Exterior

4. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is HK$692
HK$953 total
includes taxes & fees
21 Sept - 22 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
Outdoor dining

5. 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$1,812 total
includes taxes & fees
22 Sept - 23 Sept
The Perch in the Purchase -- Cozy, unique, and private
1 bedroom, Internet, bed sheets

6. 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
21 Sept - 22 Sept
Welcome to Sweet Abby Rose!
Smart TV, fireplace, books

7. 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, (24 reviews)
"Very nice, great location in town"
United States
Lisa F.
The price is HK$1,300
HK$1,676 total
includes taxes & fees
21 Sept - 22 Sept
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

8. 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
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$698
HK$960 total
includes taxes & fees
22 Sept - 23 Sept
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Coffee/tea maker, fridge, microwave, oven

9. 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$832
HK$1,919 total
includes taxes & fees
22 Sept - 23 Sept
Private Apartment in Southbury 104
Exterior detail

10. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (7 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is HK$1,020
HK$2,710 total
includes taxes & fees
8 Oct - 9 Oct
Bear Retreat - 2-bedroom house in Waterbury
Coffee/tea maker, fridge, microwave, oven

11. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is HK$1,059
HK$2,204 total
includes taxes & fees
22 Sept - 23 Sept
Private Apartment in Southbury 103
TV, fireplace

12. 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, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,532
HK$3,029 total
includes taxes & fees
21 Sept - 22 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

13. 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, (16 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is HK$1,687
HK$2,159 total
includes taxes & fees
19 Sept - 20 Sept
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Coffee/tea maker, fridge, microwave, oven

14. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,567
HK$4,506 total
includes taxes & fees
29 Sept - 30 Sept
"Country outside the city " 3 bedrooms 2 full bathrooms
Interior

15. Private Apartment in Southbury 105

Private Apartment in Southbury 105
Southbury
The price is HK$1,028
HK$2,192 total
includes taxes & fees
22 Sept - 23 Sept
Private Apartment in Southbury 105
Interior

16. 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$1,153
HK$2,328 total
includes taxes & fees
13 Oct - 14 Oct
Private Apartment in Southbury 101
Interior

17. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is HK$863
HK$1,149 total
includes taxes & fees
20 Sept - 21 Sept
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Exterior

18. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is HK$791
HK$2,831 total
includes taxes & fees
7 Oct - 8 Oct
Cozy Attic 10 min to Llitchfield
Interior

19. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
The price is HK$713
HK$977 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Studio apartment in delightful Waterbury with Central Air
Property grounds

20. Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots

Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots
Danbury
9.6 out of 10, Exceptional, (4 reviews)
"Paula was an amazing host that helped us with our luggage as soon as we arrived in the wee hours of the night. The amount of love she has for her property shows, as everything you could need and more is there. A lovely stay, thank you so much!"
United States
Angelina L.
The price is HK$2,612
HK$4,369 total
includes taxes & fees
20 Sept - 21 Sept
Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"The room was very clean and housekeeping was very respectful or our need for privacy. The front desk help was friendly and helpful. The rooms are a little dated and could use an update but were clean and comfortable. We had an excellent rate so we were very pleased with out stay."
Michele 4-night trip
Posted 7 hours ago
Ethan Allen Hotel

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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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?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of New Milford offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in New Milford?

Expedia has 30 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.