Holiday Rentals in New Canaan
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
47 rentals in New Canaan.
Designer In Town Home- walk to train and town
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Private New Canaan Compound
More info
Check-in
Check-out
As seen on
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
More info
Check-in
Check-out
As seen on
July family retreat. Pool, hot-tub, full gym, basketball court, pickelball
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Magic Charm—NYC Gingerbread Home
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Fountain Courtyard and Fireplace Kitchen
More info
Check-in
Check-out
As seen on
Charming 2 Bedroom Cottage in Peaceful New Canaan
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
The following properties within 32 kms of New Canaan match all your filters:
Stay 3 Nights or Longer Until January 31 and Get 15% Off
More info
Check-in
Check-out
As seen on
Cozy country cottage in horse country ,private 1 hour toNYC
More info
Check-in
Check-out
As seen on
Entire House on Scenic Estate with Private Pond in Exclusive Neighborhood
More info
Check-in
Check-out
As seen on
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
More info
Check-in
Check-out
As seen on
Mid Century Modern ZEN House with Pool. 50 min from New York City
More info
Check-in
Check-out
As seen on
Cozy Norwalk Studio ~ 3 Mi to Beach!
More info
Check-in
Check-out
As seen on
Stamford CT Guest Suite. Spacious, private home for visiting family & friends
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Welcome to our junior one-bedroom located in the beautiful town of Darien.
More info
Check-in
Check-out
As seen on
Home to relax
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Quiet restful sunny with new marble bathroom and luxury queen mattress.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC
More info
Check-in
Check-out
As seen on
Perfect for Families| Sunny, Spacious and Modern
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
More info
Check-in
Check-out
As seen on
Beautiful 2BR apt in Beach community, close to train and hwys! Only 1hr to NYC!
More info
Check-in
Check-out
As seen on
Perfect For Longterm Stay 2A
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Darien Home
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Sunny, Open lay Out, Guest House, set on wooded grounds, yet close to everything
More info
Check-in
Check-out
As seen on
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
More info
Check-in
Check-out
As seen on
Water View SONO 2 Bedroom Walk to Metro & Dining
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Charming beach cape!
More info
Check-in
Check-out
As seen on
3-LEVEL RETRO HOUSE/CLOSE TO BEACH, NYC, STAMFORD, WESTPORT, GREENWICH
More info
Check-in
Check-out
As seen on
Darien, Cozy 3 bd home, fireplace, close to train
More info
Check-in
Check-out
As seen on
Charming Cottage located on Historic Estate 1 Hour from NYC!
More info
Check-in
Check-out
As seen on
Charming 4 bedroom that backs up to a park; 1 mile from the beach!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Darien family home on a Cul de Sac with pond and pool.
More info
Check-in
Check-out
As seen on
Space, expansive property with views and pool
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Darien House in the Country
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Updated Farmhouse Retreat
More info
Check-in
Check-out
As seen on
Fantastic home in lovely Darien, available July 14 - August 4
More info
Check-in
Check-out
As seen on
Luxury Coastal Estate, 7min to NYC train & beach. Heated pool & amazing gardens
More info
Check-in
Check-out
As seen on
The Season’s Luxe King Bed Pad, Center of Stamford
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Your 5 Star Luxury CountryHome Getaway/w Brand New 7 Seater Hot Tub!
More info
Check-in
Check-out
As seen on
Family-Friendly, Near-NYC Norwalk Retreat
More info
Check-in
Check-out
As seen on
Spacious house with King & Queen beds, private patio, walkable to Train Station!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Modern & Serene 3 Bedroom Townhouse in SoNo
More info
Check-in
Check-out
As seen on
Hollow Spring Retreat
More info
Check-in
Check-out
As seen on
Newly renovated, sunny � 1bed/1bath Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Stamford Serenity: Cozy Pondside Haven: 3 Beds : 2.5 Bathrooms : In-Ground Pool
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Showing results 1-47 of 47
Frequently Asked Questions about New Canaan
- Yes, here are some popular holiday rentals in New Canaan that have a pool:
- Designer In Town Home- walk to train and town
- New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train
- Private New Canaan Compound
- Yes, here are some popular holiday rentals in New Canaan that have internet access:
- Designer In Town Home- walk to train and town
- New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train
- Private New Canaan Compound
- The best pet friendly rentals in New Canaan are:
- New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train
- Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
- July family retreat. Pool, hot-tub, full gym, basketball court, pickelball
- Some of the most popular kid friendly rentals in New Canaan are:
- Designer In Town Home- walk to train and town
- New Canaan-Great Fairfield County Location. Walk to Town. Walk to Train
- Private New Canaan Compound
New Canaan TourismNew Canaan HotelsNew Canaan Guest HouseNew Canaan Holiday HomesNew Canaan FlightsNew Canaan RestaurantsNew Canaan AttractionsNew Canaan Travel ForumNew Canaan PhotosNew Canaan MapNew Canaan Visitors Guide
All New Canaan HotelsNew Canaan Hotel Deals
Things to DoRestaurantsFlightsTravel StoriesCruisesCar Hire