Stamford, CT holiday rentals

Holiday Rentals in Stamford, CT

489 available vacation rental offers

2 1
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Best Holiday rentals and Airbnb offers in Stamford, CT

Bright Stylish Chic 4br 4ba Home Close To Greenwich Ct Beach And Shops - Stamford, CT
10Excellent 287 reviews
Stamford, CT
1 4
£483/nighttotal: £2415 (5 )

Bright Stylish Chic 4br 4ba Home Close To Greenwich Ct Beach And Shops

apartment - Stamford
This charming country house is situated in North Stamford, just an hour from New York City and a short drive from Greenwich beaches and shops. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This four-bedroom, four-bathroom home spans 353 square metres and comfortably accommodates up to 10 guests. Families will appreciate the extensive range of amenities, including a large playroom, outdoor swingset, bicycles, and a dedicated primary bedroom suite.
Greenwich/ Hotel Alternative / Boutique Living - Stamford, CT
10Excellent 20 reviews
Stamford, CT
2 3
£788/nighttotal: £5516 (7 )

Greenwich/ Hotel Alternative / Boutique Living

apartment - Greenwich
This Greenwich apartment is ideally located near the beach, family-friendly activities, nightlife, public transport, and the airport, making it a convenient base for exploring the area. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. It includes a well-equipped kitchen with a fridge, microwave, and dishwasher, plus a garden, parking, air conditioning, and internet access, ensuring a comfortable and enjoyable stay.
Brand New! Walk To Train, Downtown Fully Loaded - Stamford, CT
9.7Excellent 6 reviews
Stamford, CT
3 3
£900/nighttotal: £4500 (5 )

Brand New! Walk To Train, Downtown Fully Loaded

apartment - Greenwich
This three-bedroom apartment is located in a peaceful residential area of Greenwich, just a short walk from the town centre and the Metro North train station. The apartment has received excellent ratings for cleanliness, location, and user experience, making it a popular choice for travellers.
The spacious home, covering 283 square metres, comfortably accommodates up to five guests. The property boasts a range of amenities, including a fully equipped kitchen, a private patio and grill, and access to a spa, ideal for a relaxing and enjoyable stay.
Newly Listed 5 Bd House, Close To Buses, Trains & Beautiful Downtown Stamford! - Stamford, CT
8.4Very good 9 reviews
Stamford, CT
2 5
£592/nighttotal: £4144 (7 )

Newly Listed 5 Bd House, Close To Buses, Trains & Beautiful Downtown Stamford!

house - Stamford
This newly listed five-bedroom apartment in North Stamford is ideally situated for exploring the area, being close to train lines connecting to New York City, downtown Stamford, and Mianus River State Park Scenic Reserve. The apartment has received very good user and cleanliness ratings, as well as an excellent location rating.
This spacious home has a dramatic two-story entrance, double-sided staircase, three full bathrooms, and a two-car garage. The apartment offers a peaceful environment, a gourmet kitchen with a pizza oven, multiple living areas, a huge private yard with a custom Koi pond, and a pet-friendly policy.
Adirondacks In Westchester - Stamford, CT
9.9Excellent 168 reviews
Stamford, CT
1 1
£211/nighttotal: £1055 (5 )

Adirondacks In Westchester

cottage - Bedford
This charming cottage is located on a private 5.5-acre estate in Bedford, just an hour from New York City and easily accessible by car or train from Stamford station. It has received excellent ratings for location, cleanliness, and user experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to two guests. It features a fully equipped kitchen with high-end appliances, a private garden, a swimmable lake, and high-speed Wi-Fi, perfect for a relaxing and enjoyable stay.
Summer House In Beach Community 45 Min From Nyc. - Stamford, CT
10Excellent 5 reviews
Stamford, CT
2 3
£410/nighttotal: £2870 (7 )

Summer House In Beach Community 45 Min From Nyc.

apartment - Greenwich
This charming three-bedroom home is situated in Old Greenwich, a delightful seaside town just a ten-minute walk from the town centre and train station. The property has received excellent ratings for its cleanliness, location and overall experience.
The spacious house comfortably sleeps six guests and features a fully equipped kitchen with a fridge and microwave oven. Enjoy the beautiful weather in the private backyard, complete with a sectional, grill, trampoline, basketball hoop, and bikes for exploring the area.
Nautical Fairytale Beach House (Across The Road From The Beach,45 Min To Nyc) - Stamford, CT
9.9Excellent 64 reviews
Stamford, CT
2 3
£480/nighttotal: £3360 (7 )

Nautical Fairytale Beach House (Across The Road From The Beach,45 Min To Nyc)

train - Stamford
This Stamford apartment is conveniently located across the road from the beach, a short walk from the train station and downtown, and a 40-minute drive from New York City. It has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms, each with a queen-size bed, and additional sleeping options including a bunk bed, queen sofa bed, and a foldable bed. It is fully equipped with a kitchen, air conditioning, a balcony, a garden, a spa, parking, and offers a range of amenities for families and pets.
Mid  Century Modern Zen  House  With Pool. 50 Min From New York City - Stamford, CT
9.9Excellent 247 reviews
Stamford, CT
2 1
£386/nighttotal: £2702 (7 )

Mid Century Modern Zen House With Pool. 50 Min From New York City

house - Stamford
This Stamford studio is situated on a 3.5-acre private estate, just a short drive from hiking trails, skiing, beaches, horseback riding, and tennis courts. The studio has received excellent ratings for user experience, location, and cleanliness.
The self-catering apartment offers 111 square metres of space and comfortably accommodates two guests. The studio features a fully equipped kitchen, a private terrace, a swimming pool, a Jacuzzi, a spa, a fitness centre, and parking, as well as access to the estate's outdoor grill, fire pit, and river access.
Quiet, Lovely Condo Downtown With Parking For 2 - Stamford, CT
10Excellent 6 reviews
Stamford, CT
3 2
£296/nighttotal: £1480 (5 )

Quiet, Lovely Condo Downtown With Parking For 2

apartment - Stamford
This apartment is conveniently located just a short walk from Stamford's city centre, offering easy access to Mill River Park, UConn Stamford Campus and a variety of restaurants and shops. It has consistently received excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms and can accommodate up to four guests. It features a modern kitchen, a private balcony with views of the Long Island Sound, a fitness centre, laundry facilities and secure parking.
Escape To Heated Saltwater Pool Backyard Oasis - Stamford, CT
Stamford, CT
2 3
£1331/nighttotal: £9317 (7 )

Escape To Heated Saltwater Pool Backyard Oasis

apartment - Stamford
This apartment is located in a private community in Stamford, just a short walk from SoundWaters for kayak and paddleboard rentals and a 10-minute stroll from Prime and Crabshell restaurants. The property offers direct access to Stamford Harbor, perfect for launching kayaks, paddleboards, or boats under 20 feet.
This three-bedroom, two-bathroom dwelling comfortably sleeps six guests. The apartment boasts a modern kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking.
Twenty - One ! Boutique Stay In Heart Of Downtown - Stamford, CT
9.9Excellent 34 reviews
Stamford, CT
1 1
£206/nighttotal: £1030 (5 )

Twenty - One ! Boutique Stay In Heart Of Downtown

apartment - Greenwich
This one-bedroom flat is located on a peaceful side street in downtown Greenwich, just a short walk from world-class shopping and a variety of restaurants. It has received excellent ratings for location, cleanliness, and user experience.
The 51 square metre flat comfortably accommodates two guests and features a separate workspace, a fully equipped kitchen, and fresh linens. Amenities include air conditioning, parking, internet access, and a shared laundry facility.
Water View Cozy 2 Mini-bedrooms Apartment With Antique Bathtub. - Stamford, CT
10Excellent 30 reviews
Stamford, CT
1 2
£212/nighttotal: £1060 (5 )

Water View Cozy 2 Mini-bedrooms Apartment With Antique Bathtub.

apartment - Greenwich
This charming house in Cos Cob is just a short distance from the Bush Holley House Museum and other attractions like Putnam Cottage and Greenwich Avenue, offering a peaceful retreat in a picturesque neighbourhood. It has received excellent user ratings, making it a popular choice for travellers.
The property has two bedrooms and one bathroom, spanning 56 square metres and accommodating up to two guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a terrace, a garden, and a spa, making it ideal for a relaxing stay.

Other types of accommodation in Stamford, CT

Best Stamford, CT holiday rentals with a pool

Among the 489 accommodations in Stamford, CT, here are the 5 best rentals with a pool

Historic 6-bdrm Tudor Estate W Pool/tennis Access - Stamford, CT
9.2Excellent 3 reviews
Stamford, CT
2 6
£992/nighttotal: £6944 (7 )

Historic 6-bdrm Tudor Estate W Pool/tennis Access

apartment - Stamford
This spacious apartment is situated in Stamford, within a 15-minute walk of E. Gaynor Brennan Golf Course and Stamford Health System, and less than 2 kilometres from Stamford Hospital and Stamford Health. It has received excellent ratings for user experience, location, and cleanliness.
The apartment has six bedrooms, making it ideal for large families or groups of friends. It features a garden, a barbecue grill, a fireplace, a balcony, a fully equipped kitchen, free Wi-Fi, a swimming pool, a sauna, a tennis court, and parking.
Westover Castle Pool Open  -Majestic In The Forest - Stamford, CT
9.8Excellent 13 reviews
Stamford, CT
1 9
£2876/nighttotal: £14380 (5 )

Westover Castle Pool Open -Majestic In The Forest

castle - Stamford
Castle for up to 16 guests with an excellent rating of 98% based on 13 reviews. You will be located in Stamford.
Services and facilities include air conditioning, a jacuzzi and a washing machine. This accommodation in Stamford has a swimming pool!
Westover Castle -Majestic In The Forest - Stamford, CT
10Excellent 2 reviews
Stamford, CT
1 9
£2998/nighttotal: £14990 (5 )

Westover Castle -Majestic In The Forest

castle - Stamford
This castle is located in Stamford, Connecticut, a short 30-40 minute drive from Manhattan, and is situated in a secluded forest setting with cherry blossoms and flowering trees. It has excellent user ratings and is family-friendly.
The castle offers 1858 square metres of space, accommodating up to 24 guests. It features a swimming pool, fitness centre, and a large backyard perfect for outdoor events, as well as a kitchen with a fridge, microwave oven, and dishwasher.
Brand New Chic Oasis With Everything You Need. - Stamford, CT
10Excellent 3 reviews
Stamford, CT
1 4
£891/nighttotal: £4455 (5 )

Brand New Chic Oasis With Everything You Need.

apartment - Stamford
This spacious house is situated in a desirable part of Stamford, offering a tranquil escape from the city centre. The property has received excellent ratings for its location, cleanliness, and overall experience.
This four-bedroom, four-bathroom house comfortably accommodates up to eight guests. Enjoy modern amenities like a fully equipped kitchen, a private pool, and a large garden, perfect for relaxing and enjoying the Stamford weather.
Luxe Stay In Downtown Stamford W Ocean Views - Stamford, CT
9.8Excellent 12 reviews
Stamford, CT
1 1
£176/nighttotal: £880 (5 )

Luxe Stay In Downtown Stamford W Ocean Views

apartment - Stamford
This studio apartment is situated in the heart of Stamford, just a short walk from the train station, restaurants, shops, and the University of Connecticut. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and a well-equipped kitchen.

Best family friendly Stamford, CT holiday rentals

Among the 489 accommodations in Stamford, CT, here are the 8 best family friendly rentals

Charming Greenwich Studio, 0.2 Miles From Train - Stamford, CT
9.8Excellent 416 reviews
Stamford, CT
3 1
£224/nighttotal: £1120 (5 )

Charming Greenwich Studio, 0.2 Miles From Train

studio - Greenwich
This studio apartment is situated in the Cos Cob district of Greenwich, a five-minute walk from the charming Cos Cob village with its shops and restaurants, and a short walk from the Cos Cob train station. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The apartment has one bedroom and one bathroom and can accommodate up to three guests. It offers a private entrance and backyard access, a comfortable bed with a TempurPedic mattress pad, a private bathroom, WiFi, a coffee pot, a small refrigerator, and an electric kettle.
Perfect Home Away From Home - Close To Restaurants, Local Beaches, Theaters, Sleeps 7, Strong Wifi - Stamford, CT
9.7Excellent 102 reviews
Stamford, CT
1 3
£387/nighttotal: £1935 (5 )

Perfect Home Away From Home - Close To Restaurants, Local Beaches, Theaters, Sleeps 7, Strong Wifi

apartment - Stamford
Belltown Retreat is a comfortable house located in Stamford, Connecticut, just 15 miles from Manhattanville College and 21 miles from Iona College, making it ideal for families or groups visiting the area. The house has consistently received excellent ratings for its location, cleanliness, and overall experience.
The house has three bedrooms and can comfortably accommodate up to six guests. It offers a fully equipped kitchen with a fridge, microwave, and dishwasher, along with air conditioning, a garden, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
New! Greenwich House With Nyc Flair/close To Beach & Nyc - Stamford, CT
10Excellent 9 reviews
Stamford, CT
3 5
£919/nighttotal: £4595 (5 )

New! Greenwich House With Nyc Flair/close To Beach & Nyc

house - Greenwich
This stylish apartment is ideally situated in a prime Greenwich neighbourhood, a short stroll from the river, beach, and local park. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The property offers five bedrooms, comfortably accommodating up to ten guests, and features a modern kitchen, spacious living areas, a private garden, and a luxurious jacuzzi. Guests can enjoy the convenience of central air conditioning, ample parking, and the option to bring along two well-behaved dogs.
Beautiful 1st Floor Apartment. Walk To Town, Train, & Beach Ferry! - Stamford, CT
9.7Excellent 22 reviews
Stamford, CT
1 3
£302/nighttotal: £1510 (5 )

Beautiful 1st Floor Apartment. Walk To Town, Train, & Beach Ferry!

train - Greenwich
This fully renovated ground-floor flat is located on a quiet, dead-end street in central Greenwich, just an 8-minute walk from the train station and a short walk from the town centre with its restaurants, shops, and attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms, two bathrooms, and a floor area of 116 square metres, comfortably accommodating up to six guests. It features a modern kitchen, a large-screen TV, an electric fireplace, a private patio, a washer-dryer, and high-speed Wi-Fi, perfect for both relaxation and work.
Luxury 6 Bedroom Summer Getaway - Stamford, CT
10Excellent 2 reviews
Stamford, CT
2 6
£2279/nighttotal: £15953 (7 )

Luxury 6 Bedroom Summer Getaway

apartment - Greenwich
This spacious six-bedroom house is situated on a quiet cul-de-sac in Greenwich, just a short distance from the town centre. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The home is ideal for families or groups of up to 10 guests, with a seamless layout that provides ample space for everyone. Amenities include a fully equipped kitchen, air conditioning, a private garden, a fitness centre, and parking.
Retreat In The Trees - Stamford, CT
10Excellent 1 review
Stamford, CT
3 1
£278/nighttotal: £1390 (5 )

Retreat In The Trees

apartment - Stamford
Apartment to rent for up to 5 guests with an excellent rating of 100% based on 1 reviews. This accommodation is based in Stamford.
Services and facilities include a fitness center, an iron and free parking. Take advantage of the garden in this apartment in Stamford.
Red Door Cottage On A Green Half Acre - Stamford, CT
Stamford, CT
3 2
£609/nighttotal: £3045 (5 )

Red Door Cottage On A Green Half Acre

cottage - Stamford
Cottage rental for up to 5 guests. This accommodation is located in Stamford.
Services and facilities include a freeze, a kitchen and a child space.
Seascape Beach Home - Shippan Point - Stamford, CT
9.8Excellent 10 reviews
Stamford, CT
2 2
£341/nighttotal: £2387 (7 )

Seascape Beach Home - Shippan Point

- Stamford
This Stamford beach house is located in the Shippan Point neighbourhood, just a short walk from West Beach and a few minutes' drive from the town centre. It has received excellent ratings for location, cleanliness and overall experience.
The house has two bedrooms and one bathroom, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a relaxing garden, and modern amenities such as air conditioning, Wi-Fi and a Smart TV.

Frequently asked questions for the holiday rentals in Stamford, CT

Destinations nearby

Best pet friendly Stamford, CT holiday rentals

Among the 489 accommodations in Stamford, CT, here are the 8 best pet friendly rentals

Beach House - Relax On The Deck  -  Stunning Sunrises! - Stamford, CT
Stamford, CT
2 4
£1490/nighttotal: £10430 (7 )

Beach House - Relax On The Deck - Stunning Sunrises!

house - Stamford
This Stamford holiday home is located in the Cove - East Side - Shippan district, within a mile of Cove Island Park and Chelsea Piers, making it ideal for exploring the area's attractions. The property is a short distance from Stamford's bustling downtown and the waterfront, offering a convenient base for enjoying the town's amenities.
This spacious four-bedroom house provides ample space for families or groups of friends. The well-equipped kitchen, private patio, garden, and barbecue facilities offer everything needed for a comfortable and enjoyable stay.
Tiny House Southern Connecticut Dog Friendly! - Stamford, CT
9.4Excellent 142 reviews
Stamford, CT
1 1
£110/nighttotal: £550 (5 )

Tiny House Southern Connecticut Dog Friendly!

house - Stamford
This charming tiny house is situated just off I-95, a short drive from Stamford, Greenwich Avenue and Port Chester, offering easy access to the area's attractions. The house has received excellent ratings for its cleanliness, location and overall experience.
The tiny house features a cedar-walled open floor plan, suitable for up to two guests. Amenities include Wi-Fi, air conditioning, Apple TV, Hulu, a small fridge and a microwave, providing modern comforts in a compact space.
Private Country Gem - Stamford, CT
10Excellent 11 reviews
Stamford, CT
3 4
£1331/nighttotal: £6655 (5 )

Private Country Gem

apartment - Stamford
This four-bedroom apartment is located in the woods of Fairfield County, just a short drive from the charming towns of Pound Ridge and New Canaan. It boasts excellent user, location, and cleanliness ratings, making it an ideal choice for travellers seeking a peaceful retreat.
The apartment comfortably accommodates eight guests and features a fully equipped kitchen, a hot tub, a home cinema, and a garden with a fire pit. Guests can enjoy a range of activities, including hiking on nearby trails, playing tennis at Scofieldtown Park, or exploring the nearby towns.
Perfect For Long Term Stay - Stamford, CT
9.6Excellent 53 reviews
Stamford, CT
1 1
£245/nighttotal: £1225 (5 )

Perfect For Long Term Stay

apartment - Stamford
This luxury flat is situated in the Glenbrook neighbourhood of Stamford, a short walk from the train station with a 40-minute commute to Grand Central Terminal in New York City. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom, one bathroom, and a floor area of 69 square metres, comfortably accommodating up to four guests. This modern apartment offers a fully equipped kitchen, a fitness centre, a rooftop terrace, a washing machine and dryer, and high-speed Wi-Fi, ensuring a comfortable and enjoyable stay.
Sunny 1bedroom Apt In Downtown Stamford! Close To All! - Stamford, CT
8.4Very good 5 reviews
Stamford, CT
1 1
£171/nighttotal: £855 (5 )

Sunny 1bedroom Apt In Downtown Stamford! Close To All!

apartment - Stamford
This one-bedroom flat is conveniently located in Downtown Stamford, just a 15-minute walk from Stamford Town Center, Stamford Public Library, and Fernando Luis Alvarez Gallery. It has received excellent ratings for cleanliness, location, and overall experience.
The apartment can comfortably accommodate up to four guests and features a fully equipped kitchen with a fridge and microwave. It also offers modern amenities like internet access, a washing machine, and air conditioning, ensuring a comfortable and enjoyable stay.
Perfect For Long Term Stay 1a - Stamford, CT
10Excellent 26 reviews
Stamford, CT
2 1
£240/nighttotal: £1680 (7 )

Perfect For Long Term Stay 1a

apartment - Stamford
This luxury flat is located in the Glenbrook neighbourhood of Stamford, just a short walk from the train station and a 40-minute train ride to Grand Central Terminal in New York City. It has excellent user, location and cleanliness ratings.
The one-bedroom apartment sleeps four guests and includes a queen-sized bed, a queen sofa bed, a desk, an office chair, a bathroom with a bathtub and shower, a fully equipped kitchen, a lounge room with a 55-inch TV, a washer/dryer, high-speed Wi-Fi, and access to a fitness centre and rooftop.
Bright, Sunny Apartment - Desirable Neigbhorhood - Stamford, CT
8.9Very good 21 reviews
Stamford, CT
1 3
£190/nighttotal: £950 (5 )

Bright, Sunny Apartment - Desirable Neigbhorhood

apartment - Stamford
This Stamford apartment is situated in a residential neighbourhood, a short distance from the city centre and a 10-minute drive from the Stamford Transportation Centre. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The property offers three bedrooms and one bathroom, accommodating up to four guests. The apartment comes fully furnished with a kitchen including a fridge, freezer, microwave, and dishwasher, as well as a garden, parking, and air conditioning.
Perfect For Long Term Stay 3a - Stamford, CT
10Excellent 8 reviews
Stamford, CT
3 1
£258/nighttotal: £1290 (5 )

Perfect For Long Term Stay 3a

apartment - Stamford
This one-bedroom flat is located in the Glenbrook neighbourhood of Stamford, a short walk from the train station which offers a 40-minute journey to Grand Central. The apartment has received excellent ratings for location, cleanliness and overall experience.
The flat comfortably sleeps four guests and features a queen-sized bed in the bedroom and a queen sofa bed in the living room. It boasts a range of amenities including a fully equipped kitchen, a washer and dryer, a 55-inch TV with streaming services, and high-speed Wi-Fi. Guests also have access to a fully equipped gym, a rooftop terrace, and a lounge room.