Vacation rentals in New Fairfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in New Fairfield

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Brookfield

4.98 out of 5 average rating, 120 reviews

Stay at Old Dorset Farm & create lifelong memories

This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm

Oct 19 – 26

G$74,576 GYD per night

Guest favorite

Home in Danbury

4.99 out of 5 average rating, 336 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

Jan 1 – 8

G$34,860 GYD per night

Guest favorite

Cottage in Pawling

5.0 out of 5 average rating, 33 reviews

Cozy Cottage Getaway with Wood Burning Stove

This country cottage, 5 minutes from the charming Village of Pawling, was recently renovated and is surrounded by a woodland stream on two sides. Master bedroom and full bath upstairs, small guestroom/office and half bath downstairs. Bright, cheery kitchen is stylish and functional. A yoga and exercise shed sits 100’ behind the cottage, with large windows opening on to the stream and woodland garden behind. (May to October). Hiking and bike trails nearby. Zagat-rated dining is 5 minutes away.

Jan 4 – 11

G$20,652 GYD per night

Superhost

Farm stay in Brewster

4.81 out of 5 average rating, 32 reviews

Crooked Cottage at Lobster Hill Farm

You won’t forget the peaceful surroundings of this unique destination. Less than 60 mins outside of NYC and just off of Rt 684. Fall and Winter activities include: -Hiking With Goats - where you walk a leashed young goat through a guided hike on our 75 acre farm. -Feeding and Milking - join the farmers as they feed hay, refill waters, and milk their herd of dairy goats. Spring activities include: -Hiking with Goats -Feeding and Milking -Baby Goat Snuggling Sessions -Baby Goat Bottle Feeding

Oct 8 – 15

G$26,505 GYD per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 3 – 10

G$26,109 GYD per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Mar 13 – 20

G$29,795 GYD per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 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.

Feb 9 – 16

G$24,663 GYD per night

Guest favorite

Cabin in New Fairfield

4.98 out of 5 average rating, 256 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars. Find us on IG @thelittlecabins

Nov 7 – 14

G$75,990 GYD per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 109 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Nov 26 – Dec 3

G$25,264 GYD per night

Guest favorite

Home in Patterson

4.91 out of 5 average rating, 22 reviews

Cozy Lakehouse

Forget your worries in this spacious and serene space on the first and second floors of the house. Enjoy the lake view from the porch while dining. Non-motorized lake activities in the summer and ice fishing on the lake in winter. ThuderRidge ski is 10 minutes away. Enjoy hiking/biking/running and other attractions in Connecticut and New York during your stay. Danbury Mall is 15 minutes away.

Oct 24 – 31

G$38,632 GYD per night

Guest favorite

Cottage in New Fairfield

4.93 out of 5 average rating, 258 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Charming waterfront 4 Bedroom / 2 BA house on Candlewood lake with private dock and toys. Lake living at its best out your back door. Great yard and updated house for hosting family & friends. Turn Key vacation ~75 minutes / 60 miles from NYC. Screened in Porch, Backyard Patio w/ firepit, Grill and more. Well stocked house with full kitchen, TONS of movies & entertainment, and more.

Mar 12 – 19

G$84,196 GYD per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 340 reviews

Lakeside Private Guest Suite

Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own private lounging/dining area. Separate entrance and parking space. Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing and just 10 minutes to Washington Depot.

Jan 21 – 28

G$19,527 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for New Fairfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near New Fairfield's top sights

Down the Hatch22 locals recommend

Portofino5 locals recommend

Stop & Shop29 locals recommend

Squantz Pond State Park30 locals recommend

Candlewood Inn3 locals recommend

Icons Sports Bar & Grill10 locals recommend

Other great vacation rentals in New Fairfield

Guest favorite

Home in New Fairfield

4.96 out of 5 average rating, 56 reviews

Hilltop Retreat- Lakefront with Dock

Aug 11 – 18

G$86,359 GYD per night

Guest favorite

Home in New Fairfield

5.0 out of 5 average rating, 18 reviews

Candlewood Isle Cabin ~ Dog Friendly~ Lake ~ Dock

Feb 1 – 8

G$75,751 GYD per night

Guest favorite

Home in New Fairfield

4.92 out of 5 average rating, 101 reviews

Beautiful Lakefront Retreat

Dec 16 – 23

G$61,594 GYD per night

Guest favorite

Home in New Fairfield

4.98 out of 5 average rating, 42 reviews

Awesome Lake Home with tons of fun!

Apr 10 – 17

G$96,962 GYD per night

Guest favorite

Home in New Fairfield

5.0 out of 5 average rating, 13 reviews

Direct Lake Access - Priv Dock, Kayaks, EV Charger

Dec 3 – 10

G$87,630 GYD per night

Guest favorite

Home in New Fairfield

5.0 out of 5 average rating, 15 reviews

Sunset Haven Villa: Lake Access off Ball Pond

Nov 8 – 15

G$65,230 GYD per night

Guest favorite

Guesthouse in Newtown

5.0 out of 5 average rating, 44 reviews

Farm Cottage

Aug 30 – Sep 6

G$38,043 GYD per night

Guest favorite

Guest suite in Kent

5.0 out of 5 average rating, 57 reviews

Bright 1-bedroom in walking distance to town

Feb 3 – 10

G$25,934 GYD per night

Show all

Quick stats about vacation rentals in New Fairfield

Total rentals
90 properties
Wifi availability
90 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
2.2K reviews

Frequently Asked Questions

Do house rentals in New Fairfield have air conditioning?
Absolutely! We offer over 60 house rentals with air conditioning in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in New Fairfield?
New Fairfield has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in New Fairfield have wifi?
Absolutely! We offer over 60 house rentals with wifi in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in New Fairfield have free parking?
Absolutely! We offer over 60 house rentals with free parking in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in New Fairfield have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in New Fairfield?
Experience the best of New Fairfield with our cottage rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in New Fairfield?
Four-legged friends are welcome in New Fairfield. Choose from more than 40 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in New Fairfield?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a kitchen, over 60 homes with free parking, over 60 homes with wifi, over 60 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in New Fairfield

Top-rated vacation rentals in New Fairfield

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for New Fairfield vacation rentals

Stay near New Fairfield's top sights

Other great vacation rentals in New Fairfield

Home in New Fairfield

Home in New Fairfield

Home in New Fairfield

Home in New Fairfield

Home in New Fairfield

Home in New Fairfield

Guesthouse in Newtown

Guest suite in Kent

Quick stats about vacation rentals in New Fairfield

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in New Fairfield have air conditioning?

Are there family-friendly vacation rentals in New Fairfield?

Do house rentals in New Fairfield have wifi?

Do house rentals in New Fairfield have free parking?

Do cottage rentals in New Fairfield have a kitchen?

How much does it cost to stay in cottage rentals in New Fairfield?

Are there pet-friendly vacation rentals in New Fairfield?

What are the most popular amenities for House Rentals in New Fairfield?

Destinations to explore