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New Fairfield Vacation Rentals

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Our top choices for New Fairfield vacation rentals

1. The Little Lake Cabin with hot tub

The Little Lake Cabin with hot tub
New Fairfield
10.0 out of 10, Exceptional, (6 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 price is CA $418
CA $736 total
includes taxes & fees
Nov 10 - Nov 11
The Little Lake Cabin with hot tub

2. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
7.4 out of 10, Good, (3 reviews)
"We had a wonderful experience! The RV was very nice and cozy. Everything was clean and well maintained. The property was beautiful. The host was very helpful and accommodating. Definitely plan on coming back!"
United States
Fernanda
The price is CA $140
CA $245 total
includes taxes & fees
Nov 6 - Nov 7
Welcome to Sweet Abby Rose!

3. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
10.0 out of 10, Exceptional, (4 reviews)
"Quick check-in and a quiet room made sleeping easy here. Everything felt straightforward without hassle."
United States
Anonymous traveller
The price is CA $153
CA $176 total
includes taxes & fees
Nov 7 - Nov 8
1 Queen Bed | Non-Smoking

4. 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, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is CA $88
CA $182 total
includes taxes & fees
Nov 9 - Nov 10
Cozy private room in a shared home with a Full-size bed and private bathroom.

5. 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
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is CA $235
CA $474 total
includes taxes & fees
Nov 10 - Nov 11
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

6. 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
10.0 out of 10, Exceptional, (1 review)
"Perfect!!"
United States
Jeni O.
The price is CA $699
CA $1,155 total
includes taxes & fees
Dec 1 - Dec 2
The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

7. "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 CA $277
CA $733 total
includes taxes & fees
Nov 12 - Nov 13
"Country outside the city " 3 bedrooms 2 full bathrooms

8. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Bethel
10.0 out of 10, Exceptional, (3 reviews)
"We found plenty of space for our small group plus pets. Loved having a private bathroom,it made mornings smooth."
United States
Anonymous traveller
The price is CA $160
CA $184 total
includes taxes & fees
Nov 7 - Nov 8
1 King Bed | Non-Smoking

9. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Bethel
10.0 out of 10, Exceptional, (2 reviews)
"Got a good rest before the drive. Place was clean with a refreshing shower and calm enough for sleep."
United States
Anonymous traveller
The price is CA $167
CA $192 total
includes taxes & fees
Nov 7 - Nov 8
2 Queen Beds | Non-Smoking

10. Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"Great little house, our favorite part was the gorgeous creek. Absolutely would recommend to pet lovers and those looking for peaceful nature :)"
United States
Kristine W.
The price is CA $363
CA $665 total
includes taxes & fees
Nov 11 - Nov 12
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

11. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is CA $408
CA $963 total
includes taxes & fees
Nov 9 - Nov 10
Renovated Retreat with Heated Pool

12. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
The price is CA $145
CA $183 total
includes taxes & fees
Dec 1 - Dec 2
Cozy One Bedroom Apartment Centrally Located in Southbury

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

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"
United States
benjamin
The price is CA $208
CA $257 total
includes taxes & fees
Nov 9 - Nov 10
Mid Century Modern Studio w/ Full Kitchen - Newly Built

14. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is CA $236
CA $376 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

15. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,251
CA $1,998 total
includes taxes & fees
Nov 7 - Nov 8
Las Flores Villa

16. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.6 out of 10, Exceptional, (5 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
The price is CA $154
CA $416 total
includes taxes & fees
Nov 9 - Nov 10
Serenity Haven: A Modern Retreat

17. 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, (21 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is CA $300
CA $357 total
includes taxes & fees
Nov 13 - Nov 14
The Overlook near South Farms in Litchfield County is Hospitality, integrated.

18. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is CA $162
CA $347 total
includes taxes & fees
Nov 30 - Dec 1
Private Apartment in Southbury 102

19. 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 CA $183
CA $372 total
includes taxes & fees
Dec 6 - Dec 7
Private Apartment in Southbury 101

20. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
The price is CA $350
CA $520 total
includes taxes & fees
Nov 6 - Nov 7
Rustic Cabin in Fishkill!
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 Fairfield Hotel Reviews

Find out more about New Fairfield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with New Fairfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in New Fairfield?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in New Fairfield, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in New Fairfield?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this New Fairfield vacation home rental. It offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in New Fairfield include Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc! and Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam.

How many vacation rentals are there in New Fairfield?

Choose from 25 Expedia vacation rentals in New Fairfield for a memorable vacation.

What can I see and do in New Fairfield?

Candlewood Lake and Margerie Lake Reservoir are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Squantz Pond State Park and Bear Mountain Reservation.

What are vacation rentals like in New Fairfield?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in New Fairfield. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.