Hailed as one of Connecticut’s busiest cities, Stamford is home to an impeccable restaurant scene with over 150 restaurants throughout the city, along with vibrant nightlife, beautiful arts, and many engaging cultural activities. Situated only an hour from New York by train, Stamford also hosts some highly-anticipated events, such as the outdoor summer concert series Alive@Five, which is held each year at Columbia Park, as well as many famous Broadway musicals at the Palace Theatre. Many parks and museums are also on offer, such as Mill River Park, which is regarded as Stamford’s own “Central Park”, and the Stamford Museum & Nature Center.
With so many things to do in this spirited and diverse city, why not plan a short-term getaway to take in the whole Stamford experience? Find your ideal getaway spot from these top 10 short-term rentals in Stamford, Connecticut!
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Peaceful zen house with pool (from USD 472)
Located only 50 minutes away from New York, this lovely 3.5-acre zen house offers a tranquil retreat with ample amenities which include a private pool and patio, and features stunning grounds for guests to take a relaxing stroll around and soak its natural beauty. The one-bedroom house, which can accommodate up to two guests, is situated nearby several points of interest for guests to explore, including the Stamford Museum and Nature Center and the Darien Weed Beach.
Top guest reviews
Amenities & Room:
the bed was comfortable and there were lots of cozy places to sit with a bookHost:
olga and jose were wonderful hoststhe owner is exceptionally kind and thoughtfulolga and jose are wonderful attentive hostsolga is a caring conscientious and generous hostolga was very helpful and all of the instructions were clearRead more reviewsLocation:
this place was excellent for agetting away from things
2. Cozy four-bedroom getaway near West Beach (from USD 527)
This four-bedroom house for up to eight guests is located in the heart of Stamford, only 15 minutes away from West Beach and Babcock Preserves Trail. Boasting classy decor and a warm open-concept living room, this house also features a back patio with a fire pit, a spacious kitchen area with a kitchen island, and a playroom downstairs. An outdoor hot tub is also available for an additional charge.
Top guest reviews
Amenities & Room:
the open plan kitchen and living room was perfect for hanging out/cookinghaving the large tv was nice…and tvs in all bedrooms was a nice bonusCleanliness:
the outside space could have been cleaned betterwe had a lovely time in the house it's very well furnished cleaned and maintainedthe home was comfortable clean and very conveniently locatedHost:
enjoyed our stay very much and incredibly thoughtful and gracious hostscommunication with owner was easy and everything was as describedthe game room was fun especially the basketball communication with owners was greatRead more reviewsLocation:
neighborhood is super charming and location is great
3. Beachfront getaway in Shippan (from USD 580)
This beachfront colonial house welcomes guests with a summery and cozy atmosphere, with hardwood floors featured throughout its spacious interior. The four large bedrooms can accommodate up to 12 guests, making it ideal for a large family getaway. Guests are provided with ample amenities that include a well-stocked kitchen, central AC, and a whirlpool spa among others. There’s also a backyard area for an outdoor hangout spot or mini playground for kids.
Accessing this location from New York City takes only 45 minutes, and the property is only 5 minutes from downtown Stamford and a 10-minute drive from Greenwich. West Beach and Cummings Park Beach are only within half a mile away. For short-term stays, you can get up to 5% weekly discount.
Top guest reviews
Amenities & Room:
tv/wifi worked very wellthe house is very new/updated with fabulous air conditioning and great wifi (very important to us )plenty of space for social distancing we always felt comfortableCleanliness:
the property was just as listed; very clean and comfortablethe kitchen and bathrooms seem new and everything works well and was clean and tidyHost:
the host was very helpfulvictoria was very communicative throughout and made sure we were all setvictoria is an extremely responsive owner and was very helpful throughout our stayRead more reviewsLocation:
location is easy to get to and proximity to beach is a short walkperfect place for a beach vacation with kids
4. Stylish five-bedroom beach home (from USD 415)
Nestled in a quiet and serene residential neighborhood near downtown Stamford, this stylish beach home offers five bedrooms for up to 16 guests along with plentiful luxurious amenities, including a fully-stocked kitchen, smart TV in every bedroom equipped with your favorite streaming apps, and an outdoor area with dining table, fire pit and a BBQ grill. The clean and spacious interior is perfect for a large get-together, and there is plenty of entertainment for all ages.
The location can be easily accessed both from the train station and from I-95. The Cove Beach & Park is only within walking distance, where guests can explore and try out ice skating or play some outdoor sports. The house is also only a three-minute drive away from Chelsea Pears Gym/Spa and five minutes from downtown Stamford.
Top guest reviews
Cleanliness:
this house was so cozy everything was really clean and the area was central and safeHost:
the house was beautiful and elena was super quick & helpful with answering any questions we hadRead more reviewsLocation:
great location really appreciated the central ac during hot dayswe enjoyed being able to walk to cove beach
5. Charming studio retreat in North Stamford (from USD 96)
This cozy and inviting studio is situated on a two-acre property with a serene wooded backyard, perfect for guests to soak in the stunning natural beauty. Only 60 minutes away from New York City, this rental space offers one bed to accommodate up to two guests and features an extensive list of amenities, including fast wifi and a dedicated workspace if you’re looking to get some remote work done.
If you’re up for some exploration, downtown Stamford is only a 15-minute drive away, while the scenic trails at Bartlett Arboretum and the Stamford Museum & Nature Center are also conveniently nearby. Book your short-term stay here and get up to 15% discount if you book for longer than seven nights.
Top guest reviews
Amenities & Room:
the fold out couch was more comfortable than my bed at homegreat to have the flatscreen tv mounted above the fireplacethe apartment was even better than picturedCleanliness:
it was such a beautiful sparkling clean cozy placeextremely home-y and cleanthe property is beautiful and the studio is cute comfy and very cleanHost:
the hosts are super responsiveabsolutely fantastic hosts jon and julita were wonderfulhosts are quiet accommodating and easy to reachj and j were great hosts; quick to respond to any questionsalways helpful with recommendationsRead more reviewsLocation:
continuing my stay at this amazing location with great hostsit was a nice quiet retreat away from everythingjulita's place is even better than describedwe will definitely be back to this quiet retreat
Superhost
6. Charming colonial home in Springdale (from USD 236)
Upon entering this lovely colonial home situated in the friendly Springdale neighborhood, guests are welcomed with a bright and cheerful ambience combined with a warm traditional feel. Stunning hardwood floors and characterful decor are featured throughout the house, and the spacious living room is perfect for a large get-together. This house offers three bedrooms for up to six guests and ample amenities, including a fully-stocked kitchen.
Popular eateries in downtown Stamford and the scenic Mianus River Park are conveniently nearby for guests to explore. The Stamford Shopping Center, Sleepy Hollow Park, and Stamford Public Library are all within two miles from this property.
Top guest reviews
Cleanliness:
it was clean well equipped and the communication with the property manager was wonderfulthe home was very clean spacious and had everything we needed for our visitHost:
communication with the owners was greatRead more reviewsLocation:
it's a great location in stamford - easy access to shopping downtown etcvery warm charming house in a great locationthe location was great and the house was clean
7. Spacious five-bedroom luxury getaway (from USD 763)
Boasting five bedrooms for up to 15 guests, this spacious waterfront home is a perfect getaway destination for large groups, with modern, luxurious interior that features an extensive list of amenities, including smart TV in every bedroom, a fully-stocked kitchen with 100-piece culinary set, and an outdoor hangout area with a gorgeous ocean view to top it off.
The location is also conveniently accessible by public transport, with the bus stop located down the street and the train station only ten minutes away. Downtown Stamford is only five minutes away, and guests can explore the Stamford Chelsea Pier three minutes away or try the ice skating and bike trail at Cove Beach & Park, which is only within walking distance.
Top guest reviews
Cleanliness:
the house was beautiful and spotlesseverything was sparkling clean plenty of space for kids to playHost:
special shout out to the host andrey for being the best ever in every way possibleRead more reviewsLocation:
the short walking distance to a park with beach is brilliantthe close proximity to everything we needed(train station grocery restaurants) made it stress-free and perfectwe enjoyed short walks to cove park
8. Airy apartment space in Glenbrook (from USD 190)
Located in the heart of Glenbrook, this spacious apartment room is the ideal relaxing spot only a short train ride away from New York City, with one bedroom for up to two guests. The plentiful amenities available in this rental space, including fast wifi, a 55-inch TV with streaming apps, and a lounge room equipped with a gel memory foam couch, will keep you entertained and rejuvenated while visiting and exploring Stamford.
A dedicated workspace is also available if you’re looking to get some remote work done, and you will have access to the fitness center and rooftop with stunning views. Plan your short-term getaway here and get up to 40% discount if you book for more than seven nights.
Top guest reviews
Amenities & Room:
this private apartment was great the balcony is lovely to hang out and get some fresh airgreat place for solopreneur/entrepreneur/author - and the bed - simply wonderfulHost:
host was incredibly responsive to all requestsRead more reviewsLocation:
nice building and very close to all major highwaysgreat place and excellent host train station very close and a little diner and pizza place right there
9. Rustic two-bedroom guest house (from USD 167)
This one-bedroom guest house features a quaint and rustic atmosphere overlooking Haviland Brook with gorgeous surrounding grounds and is situated conveniently close to downtown Stamford. The location is also easily accessible from New York City, with only a 45-minute train ride from Grand Central Station, and is also only minutes away from Merritt Parkway. The peaceful surrounding makes this location perfect for couples to unwind and enjoy a quiet night in or a relaxing stroll around the neighborhood.
Guests can explore the Stamford Museum and Natural Center as well as the stunning Bartlett Arboretum, both within only a mile from the property.
Top guest reviews
Amenities & Room:
the cottage is comfy with a great room with a vaulted ceilingHost:
welcoming and attentive hoststhe hosts could not have been more welcoming complete with a warm apple pie when we arrivedRead more reviewsLocation:
you are so close to everything but feel like you are a million miles away
10. Cozy three-acre magnolia cottage (from USD 135)
Situated in North Stamford, this lovely cottage features a warm wooden interior and welcomes guests with secluded surroundings and calm ambience, which makes this rental space perfect for a short-term escape. The cottage offers one bedroom for up to two guests as well as a Nespresso coffeemaker, a fully-equipped kitchen, and fast wifi, among many other amenities. Guests can take a relaxing morning coffee on the beautiful French balcony or go on a refreshing stroll in the backyard.
If you’re planning to stay for more than a week to explore Stamford, you can get up to 10% discount if you book for longer than seven nights!
Top guest reviews
Amenities & Room:
magnolia cottage is a wonderful spot to enjoy a bucolic and private setting with many comfortable and convenient amenitiesthe cottage is a really comfortable stylish well-appointed private and quiet accommodationincredibly comfortable tempurpedic mattress five stars all aroundbed is also very comfortable everything makes you feel like you’re living in a luxury tree housewe really enjoyed the feeling of being surrounded by nature in the downstairs roomCleanliness:
everything was clean and invitingvery clean and i have everything i need thereit's beautiful inside immaculately clean and well appointedgorgeous space very clean and in a very quiet peaceful neighbourhoodthe place was extremely clean and i highly recommend itHost:
host is kind and responsivelee was a wonderful hostlee was a phenomenal welcoming hostlee our host is very nice and welcominglee was a gracious and communicative hostRead more reviewsLocation:
great location very quite and wonderful kitchenlee’s place is beautiful the location was fantasticit's a wooded location but convenient to several towns and many beautiful walking/hiking areasit amazing how secluded you feel there just 20 min away from stamford train stationday trips through back roads to new canaan and grace farms were close and terrific
Relax and rejuvenate in Stamford
With easy access from the nearby hustle and bustle of New York City, Stamford offers a relaxing and rejuvenating getaway and short-term stays with plenty of peaceful and comfy rentals available. Put your feet up and enjoy serenity or take a stroll and explore the vibrant downtown area with many great eateries. The quiet atmosphere of the neighborhoods also offers a great surrounding for remote work.
Interested in enjoying and exploring Stamford? Start planning your retreat at one of these top 10 short-term rentals in Stamford, Connecticut!
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