
Pet-friendly holiday rentals in New Canaan
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Top-rated pet-friendly home rentals in New Canaan
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Romantic, Cozy and Private, 1 Block from Beach
Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

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.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

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..

Gem by the water+ firepit and all fenced backyard
Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest suite with private enter
Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

Private cottage in horse country &1 hour from NYC!
Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)

Sunny Westport Studio Apt. Above Historic Mill
Historic Charm Meets Modern Comfort: A Unique Studio Retreat Perched atop a restored 19th-century Cider Mill, this sunlit studio blends timeless character with modern amenities. Enjoy stunning views of a picturesque stream, serene meadows, and diverse wildlife. Just moments from Southport Village, yet offering a peaceful escape, it's perfect for history lovers, business travelers, and design enthusiasts seeking a unique getaway.

☆Charming Studio - Private/Self Check-In/Parking☆
Enjoy a restful stay or shorten your commute in this cozy studio with easy access to highways, shops, and restaurants. The studio has a private entrance and onsite parking. It also has fast internet, a laptop-friendly workspace, and a kitchenette. Perfect for business travelers or 1-2 people. Pets are welcome with a non-refundable fee. ***Please read the entire listing prior to booking including “other things to note”***

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
A unique private and quiet 2 bedroom (1 double bed, two single full beds) totally self contained apt,with sitting room, bathroom ,mud room and full eat in kitchen, in Shaker Hollow, a classic 1795 colonial.Stone patio overlooking 3 1/2 acres of garden and a meadow along with a large fire pit.
Popular amenities for New Canaan pet-friendly home rentals
Pet-friendly house rentals

Lower Hudson Valley Idyllic Retreat

The Getaway: Beautiful Waterfront - New Milford CT

*Sale* HGTV reno! Steps to shops & water | Firepit

Downtown Fairfield 3 bedroom Colonial

Oceanfront Retreat: Modern Beach House

Comfortable home away from home- near everything

The ARLO - Walk to Brewery & Restaurants

Luxurious Barn With New England Charm
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

Private Hudson Valley Country Retreat

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

E and T Getaway LLC

Renovated Forest Oasis with Pool & Fire-pit

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

La casita J place
Private, pet-friendly home rentals

Brook Haven Home away from home!

Dream Home w/ Pool & Basketball Court on 3 Acres

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Peaceful New Canaan 2-BdRm Cottage - Pet Friendly!

10 Fox run rd Apartment

Convenient and Cozy Antique Cape

Private farm cottage +hiking

The Perch, a luxe cottage in the woods 1h from NYC
Quick stats about holiday rentals that are pet-friendly in New Canaan
Total rentals
20 properties
Nightly prices starting at
₹4,394 before taxes and fees
Total number of reviews
440 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Flat rentals New Canaan
- Rentals with a fireplace New Canaan
- Rentals with a patio New Canaan
- Family-friendly rentals New Canaan
- Rentals with a firepit New Canaan
- Rentals with a washing machine and dryer New Canaan
- House rentals New Canaan
- Rentals with outdoor seating New Canaan
- Pet-friendly rentals Connecticut
- Pet-friendly rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- Yale University
- MetLife Stadium
- Central Park Zoo
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Grand Central Terminal
- Rye Beach
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Canarsie Beach
- Radio City Music Hall
- Gilgo Beach
- The Metropolitan Museum of Art
- Robert Moses State Park
- Astoria Park