
Pet-friendly vacation rentals in New Fairfield
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in New Fairfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Quiet Studio Apartment in Pawling
For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Awesome Lake Home with tons of fun!
Enjoy your time at this meticulous 4 bedroom 2.5 bath 2003 Colonial in park like setting with a 2 minute stroll to Candlewood lake and docks. A yard filled with fire pit, playground, trampoline, tree house, and 19 ft swim spa. Master bedroom-King Size bed, Guest Bedroom-Full size bed, Kids bedroom 1-Full size bed with twin bunk, Kids bedroom 2-Queen Size bed. If you are interested in bringing more guest during the summer months please check out our add on apartment. airbnb.com/h/addonapartment

Renovated, one level home in an excellent location
Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

The Cozy Little Cottage
Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed. We have a twin air mattress for use in the living room.

Cozy Getaway | Pet Friendly | Amazing Location
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Hudson Valley Studio in the Village of Fishkill NY
This spacious studio is in a quiet cul-de-sac and under a half mile walk from the Village of historic Fishkill, NY. Also, only a 10 minute drive to Beacon, NY! It is a private dwelling that includes a full kitchen, 1 new Queen bed, 1 new pull out bed, and a separate room for laundry. Plenty of drawers and closet place caters to up to 4 guests for whichever Hudson Valley activity you're in town for. Come enjoy the atmosphere of this Hudson Valley studio!

Lake Cabin with Hot Tub, Fire pit and Kayaks
Named one of the Best Airbnbs in Connecticut by Business Insider, The Little Lake Cabin is a cozy Connecticut lake cabin perfect for relaxing, hiking, and reconnecting with nature. Just steps from Candlewood Lake and Squantz Pond State Park, enjoy kayaking, evenings by the fire pit, or a soak in the hot tub under the stars. Your peaceful New England getaway awaits, ideal for couples, friends, and nature lovers alike.

The Cottage by the Lake: Hudson Valley Indulgence
The Cottage by the Lake is a cozy, secret get-away on the scenic banks of the Croton Watershed. About an hour from NYC, it’s on the property of an 1850 farmhouse & has a fully equipped kitchen & bath, cathedral ceiling, working fireplace & cozy sleeping loft. The patio has a fire pit and gas bbq. It’s the ideal place for those seeking to work from home.
Popular amenities for New Fairfield pet-friendly home rentals
Pet-friendly house rentals

Honeybug Snug near Omega Institute!

New Paltz Guest Cabin Nestled In The Woods

Slate Cabin - Stylish Country Escape x Rhinebeck

Luxury Stay in Expansive Historical Home

The Waterfall House

Victorian Haven

State Forest Getaway

Hudson River View w/ Hot Tub & Sauna near Kingston
Pet-friendly home rentals with a pool

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Kapitan’s Cottage Private Upstate Winter Retreat

Hilltop House w/POOL/SPA- HOST & Co.

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Airy & Private Escape on Mountain Rest Road *Pool*

Spacious Cottage Loft
Private, pet-friendly home rentals

NY Rustic Cottage Getaway

Candlewood Isle Cabin ~ Dog Friendly ~ Lake ~ Dock

Hudson River Peaceful Getaway, Explore from here

Cozy Cottage by the pond

Newly Built Cottage in Housatonic Valley

The Perch in the Purchase

Beautiful stream side cottage in the woods

Bogus Hill Getaway · Quiet Woodland Retreat
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,474 GYD | G$52,220 GYD | G$55,771 GYD | G$70,393 GYD | G$71,020 GYD | G$93,997 GYD | G$96,712 GYD | G$110,289 GYD | G$73,526 GYD | G$69,558 GYD | G$64,335 GYD | G$64,753 GYD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about vacation rentals that are pet-friendly in New Fairfield

Total vacation rentals
Explore 40 vacation rentals in New Fairfield

Nightly prices starting at
New Fairfield vacation rentals start at G$14,622 GYD per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of New Fairfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across New Fairfield rentals

4.9 Average rating
New Fairfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly rentals Connecticut
- Pet-friendly rentals United States
- Yale University
- Yankee Stadium
- Fairfield Beach
- Thunder Ridge Ski Area
- New York Botanical Garden
- Bronx Zoo
- Minnewaska State Park Preserve
- 168th Street Station
- Catamount Mountain Ski Resort
- Sunken Meadow State Park
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