Vacation rentals in New Canaan, CT

Best vacation rentals and Airbnb offers in New Canaan, CT

Lovely 1-bedroom Basement apartment in Stamford

Apartment, New Canaan

Lovely 1-bedroom Basement apartment in Stamford is a apartment in New Canaan, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Lovely 1-bedroom Basement apartment in Stamford

Lovely 1-bedroom Basement apartment in Stamford is a apartment in New Canaan, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,071.

From$153/night

Show›

Stamford : The Comfy Cove Hideout

Holiday Home, New Canaan

Stamford : The Comfy Cove Hideout is a holiday home in New Canaan, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Stamford : The Comfy Cove Hideout

Stamford : The Comfy Cove Hideout is a holiday home in New Canaan, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,085.

From$155/night

Show›

THIS IS MY HAPPY PLACE

Apartment, New Canaan

THIS IS MY HAPPY PLACE is a apartment in New Canaan, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About THIS IS MY HAPPY PLACE

THIS IS MY HAPPY PLACE is a apartment in New Canaan, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,177.

From$168/night

Show›

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Apartment, New Canaan

<br>❤️High-Line Harbor Flat 2 BD · Train🚊 · Harbor Point Access · 40 Minutes to NYC🗽 is a apartment in New Canaan, with parking, kitchen access, and room for a group. This stay gives…

Read more

About <br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

<br>❤️High-Line Harbor Flat 2 BD · Train🚊 · Harbor Point Access · 40 Minutes to NYC🗽 is a apartment in New Canaan, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,230.

From$176/night

Show›

Vacation rentals with a pool in New Canaan, CT

Add a pool to the search when you want an easy place to cool off between outings.

Stanton House Inn

B & B, New Canaan

Stanton House Inn is a b & b in New Canaan, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Stanton House Inn

Stanton House Inn is a b & b in New Canaan, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free breakfast, pool, free wifi, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,206.

From$398/night

Show›

Guest House at Norwalk Inn

Guest House, New Canaan

Guest House at Norwalk Inn is a guest house in New Canaan, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Guest House at Norwalk Inn

Guest House at Norwalk Inn is a guest house in New Canaan, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,292.

From$409/night

Show›

Stamford Grand Apartment + Cozy Den

Apartment, New Canaan

Stamford Grand Apartment + Cozy Den is a apartment in New Canaan, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Stamford Grand Apartment + Cozy Den

Stamford Grand Apartment + Cozy Den is a apartment in New Canaan, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,998.

From$428/night

Show›

Stamford Grand Apartment

Apartment, New Canaan

Stamford Grand Apartment is a apartment in New Canaan, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Stamford Grand Apartment

Stamford Grand Apartment is a apartment in New Canaan, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,218.

From$460/night

Show›

Vacation rentals with parking in New Canaan, CT

Find vacation rentals that make arriving by car easier.

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Apartment, New Canaan

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. is a apartment in New Canaan, with parking, kitchen access, and a quieter setting. This stay gives travelers…

Read more

About Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. is a apartment in New Canaan, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,206.

From$172/night

Show›

Studio Flat Above Historic Cider Mill

Apartment, New Canaan

Studio Flat Above Historic Cider Mill is a apartment in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Studio Flat Above Historic Cider Mill

Studio Flat Above Historic Cider Mill is a apartment in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,422.

From$203/night

Show›

Modern 2 Bdr, Harbor Point #2 – Walk to Train, Restaurants, City + Shore

Apartment, New Canaan

Modern 2 Bdr, Harbor Point #2 – Walk to Train, Restaurants, City + Shore is a apartment in New Canaan, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Modern 2 Bdr, Harbor Point #2 – Walk to Train, Restaurants, City + Shore

Modern 2 Bdr, Harbor Point #2 – Walk to Train, Restaurants, City + Shore is a apartment in New Canaan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,077.

From$297/night

Show›

Summer by the Shore, Washington Street nightlife, MetroNorth 60 minutes to GCT

Holiday Home, New Canaan

Summer by the Shore, Washington Street nightlife, MetroNorth 60 minutes to GCT is a holiday home in New Canaan, with parking and kitchen access. This stay gives travelers a comfortable base…

Read more

About Summer by the Shore, Washington Street nightlife, MetroNorth 60 minutes to GCT

Summer by the Shore, Washington Street nightlife, MetroNorth 60 minutes to GCT is a holiday home in New Canaan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,125.

From$304/night

Show›

Pet-friendly vacation rentals in New Canaan, CT

Bring your pet along with stays that welcome four-legged travelers.

Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich

Apartment, New Canaan

Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich is a apartment in New Canaan, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers…

Read more

About Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich

Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich is a apartment in New Canaan, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,716.

From$245/night

Show›

Charming Getaway: Bespoke Comfort, Prime Location

Apartment, New Canaan

Charming Getaway: Bespoke Comfort, Prime Location is a apartment in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Charming Getaway: Bespoke Comfort, Prime Location

Charming Getaway: Bespoke Comfort, Prime Location is a apartment in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,716.

From$245/night

Show›

Cozy Modern Home Free Parking

Apartment, New Canaan

Cozy Modern Home Free Parking is a apartment in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Cozy Modern Home Free Parking

Cozy Modern Home Free Parking is a apartment in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,023.

From$289/night

Show›

Belltown Retreat

Holiday Home, New Canaan

Belltown Retreat is a holiday home in New Canaan, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Belltown Retreat

Belltown Retreat is a holiday home in New Canaan, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, pets::allowed, and pets allowed.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,452.

From$345/night

Show›

Vacation rentals with a kitchen in New Canaan, CT

Compare stays with kitchen access for longer trips and easier meals.

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford

Apartment, New Canaan

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford is a apartment in New Canaan, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford

Chic 1 bed Apt + Rooftop & Gym - Downtown Stamford is a apartment in New Canaan, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,993.

From$285/night

Show›

Lavish 1 bed Apt + Rooftop & Gym - Downtown Stamford

Apartment, New Canaan

Lavish 1 bed Apt + Rooftop & Gym - Downtown Stamford is a apartment in New Canaan, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Lavish 1 bed Apt + Rooftop & Gym - Downtown Stamford

Lavish 1 bed Apt + Rooftop & Gym - Downtown Stamford is a apartment in New Canaan, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,993.

From$285/night

Show›

Luxurious 1BR Downtown Stamford

Apartment, New Canaan

Luxurious 1BR Downtown Stamford is a apartment in New Canaan, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Luxurious 1BR Downtown Stamford

Luxurious 1BR Downtown Stamford is a apartment in New Canaan, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,116.

From$302/night

Show›

The Gallery in Downtown Stamford

Apartment, New Canaan

The Gallery in Downtown Stamford is a apartment in New Canaan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About The Gallery in Downtown Stamford

The Gallery in Downtown Stamford is a apartment in New Canaan, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,116.

From$302/night

Show›

Family-friendly vacation rentals in New Canaan, CT

Plan a trip with stays that give families more room to spread out.

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking

Villa, New Canaan

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking is a villa in New Canaan, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

Read more

About Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking is a villa in New Canaan, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,899.

From$333/night

Show›

Seaside Serenity: 2B 1B, Patio,Near Beach

Cottage, New Canaan

Seaside Serenity: 2B 1B, Patio,Near Beach is a cottage in New Canaan, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

Read more

About Seaside Serenity: 2B 1B, Patio,Near Beach

Seaside Serenity: 2B 1B, Patio,Near Beach is a cottage in New Canaan, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,660.

From$380/night

Show›

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking

Holiday Home, New Canaan

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking is a holiday home in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

Read more

About Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking

Modern Home off I-95 Perfect for Families & Business Stay with Ample Parking is a holiday home in New Canaan, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,715.

From$388/night

Show›

Darien family home on a Cul de Sac with pond.

Holiday Home, New Canaan

Darien family home on a Cul de Sac with pond. is a holiday home in New Canaan, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

Read more

About Darien family home on a Cul de Sac with pond.

Darien family home on a Cul de Sac with pond. is a holiday home in New Canaan, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,786.

From$827/night

Show›