“People who live in the countryside are happier and more optimistic than city-dwellers.” Fact or myth? It doesn’t matter! Come experience the best of both worlds in Darien, Connecticut! Also known as one of the wealthiest communities in the United States, this town offers travellers a serene, suburban vacation, without departing from the accessibility and plethora of activities that city life offers! If you’re a nature lover, looking for a good place to sail with your friends or to chill and play golf, Darien is the place for you. Located along the shore of Long Island Sound, there are beaches, parks, art galleries, country clubs, yacht clubs, and historical museums to keep you entertained.
Darien also offers a family-friendly experience! Take your family on a vacation beyond the conventional and get down to making pottery, crafting beads or bring your children to the Toy Box toy store! If you’re planning a vacation in Darien, take your pick from one of these top 10 Airbnb vacation rentals!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 06, 2024.
1. Private studio apartment
Experience the best of the city and suburban life with this cosy studio apartment. Nestled in a quiet neighbourhood in Stanford, it is within close proximity to South Norwalk and Downtown Stanford and just a train ride away to New York City. It is comfortably furnished with a complete kitchen and separate dining and living room.
With local nightlife and entertainment just minutes away, guests can definitely count on this vacation rental for a good night’s rest!
Norwalk, Connecticut, United States
14.77 km (9.2 mi) from Scalzi ParkTop guest reviews
Amenities & Room:
very comfortable and well-kitted out spacethe room was very comfy and relaxing with all the amenities of your own homethe space is well arranged relaxing and comfortablethe bed was extremely comfortablebeautiful full suite with lot’s of room to moveCleanliness:
the cleanliness was appreciatedsuper clean space and very comfortablegreat space clean and well maintainedvery clean spacious and cozythe space was very clean and well keptHost:
hosts were friendly and communicativethis super host is outstandingthey were great hosts and quite responsivekathleen was a helpful host and had a lovely homehosts were very welcoming as wellRead more reviewsLocation:
incredible location and valuegreat place & convenient locationthe location was great for checking out norwalkthe house is in the basement but it is a very cute place to behighly recommend cute place on a quiet block and just minutes away from everything
2. Rustic cottage getaway (from USD 133)
Looking for a quiet place to channel your creative vibes and get in tune with your inner soul? This rustic cottage offers just that experience and more! Conveniently located near to the town of Mount Kisco and the train station, it overlooks the woods, with occasional sightings of deer and turkeys.
It is comfortably furnished, with a full kitchen, private bathroom, backyard and all the necessary amenities needed. If you are looking for a long-term stay, a discount will kindly be given.
Top guest reviews
Amenities & Room:
the cabin has a gorgeous view and is extremely spacious yet cozybeautiful space very comfortable and cosyi appreciated the small touches such as leaving coffee ready for us at the kitchencomfortable creative and calming we will definitely returni came expecting a cabin but this is truly a luxurious cottage getaway cozy and inspiredCleanliness:
everything was very clean and full of thoughtful touchesit was sparkling clean and the house has everything you needyou can tell she created her space with tlc - clean with beautiful art and comfortable vibesHost:
nina was a wonderful host she was very responsive and warmnina was a sweet and thoughtful hostnina was an amazing host & enjoyed chatting with hernina was a great host and we recommend visiting her spacenina is an amazing hostRead more reviewsLocation:
close to some great restaurantsit’s located extremely close to the train station which makes taking an uber super cheapgood location to visit blue hill at stone barnsclose to great hikes sculpture gardens and town is nearbynina's house is a perfect place to getaway from a busy city
Superhost
3. Charming private room in a sea captain's house (from USD 85)
Enjoy a lovely staycation in this sea captain’s house. This historical, colonial building is fully refurbished, with modern amenities that allow guests to feel like they have travelled back in time. Take a walk around the lovely garden or enjoy the view of the scenic backyard and orchard.
This place is located within close proximity to downtown South Norwalk and the train station. It’s a steal for such an affordable price!
Top guest reviews
Amenities & Room:
i loved the furnishings in the roomi highly recommend it to all even those skeptical of sharing a bathroom and kitchenthe room was large and comfortablethe room (#2) was spacious and beautifulthe bed was quite comfortable as wellCleanliness:
the room was clean and the bed was comfortableclean quiet welcoming original and very comfortablethe room and bathroom were extremely cleancommunication was a breeze and the house was tidy and pleasanta beautiful quiet house clean comfortable rooms convenient locationHost:
wonderful host and beautiful placealso the owner is very flexible and friendlyfriendly host cute and cozy homebeautiful home and host was very nicefirst of all the host was very friendly and conversationalRead more reviewsLocation:
the location in norwalk was perfectthis place is amazing it's well located in norwalk walking distance from the beachnice place to stay in a convenient locationeasy to get to from the train station (we didn't have a car)beautiful low-key neighborhood close to rowayton and sono
4. Room in New England (from USD 60)
You won’t want to miss New York City while visiting Stamford. Less than an hour away from the Big Apple, this beautiful house is nestled in a peaceful neighbourhood, away from the city buzz, yet close enough to downtown Stamford. Experience the best of both city life and the countryside right here, with this comfortable stay.
Top guest reviews
Amenities & Room:
great amenities with a stocked coffee/tea bar and use of the kitchenthe house is amazing and the room is perfectrefrigerator in the room to keep groceries cool:) the rooms are in a beautiful well-appointed home in a lovely neighborhoodbeautiful home quiet relaxing kitchen i couldn’t have asked for a better stayCleanliness:
great clean beautiful and convenientthe house was clean and the environment was very zenwell decorated clean and quietit is quiet and cleangood communication friendly hosts clean and quiet spaceHost:
the hosts are really nicekaz is a very nice hostkaz was a great host his home is beautifulnice place nice host highly recommendbeautiful place and very nice hostRead more reviewsLocation:
the location is so nice for touring neighborhoodsyour location was perfect for our needsquiet area with good neighborhood and everything you need is at nearby locationbeautiful house and in a nice and accessible locationgreat place great location and great hosts
5. Charming 1920s house (from USD 69)
Stay in a friendly, urban neighbourhood in Norwalk and experience a lovely vacation in this bright, cheery and charming 1920s house. Newly remodelled, this house provides a clean, minimalistic look and a spacious bedroom, with an ensuite bathroom. Spend the day learning about history and heritage in the South Norwalk Historical District or spend a lovely afternoon at Calf Pasture Beach.
If you’re driving, go on a road trip on the highways or take a train down to New York City. There is plenty to do around the area, as well, with a variety of great ethnic restaurants within walking distance.
Top guest reviews
Amenities & Room:
the bedroom space was extremely comfortable and the large modern bathroom was terrificpascal added a wonderful personal touch of bottled water in our room and chocolates on the bedthe bed was extremely comfortablethere is access to a lovely well-outfitted kitchenshe's very accommodating everything was hassle free and the bed was so comfortableCleanliness:
the house is beautiful clean and comfortablebeautifully appointed exceedingly clean and comfortable homethe house was very cleanhad a great stay very clean and nicely decoratedit's clean spacious and beautifulHost:
pascale's home is beautiful and she was a wonderful hostsuper host for surepascale was an amazing hostpascale is a great hostshe was very friendly and is an amazing cook tooRead more reviewsLocation:
great location in walking distance to local restaurantscentral location with easy access to restaurants and major highwaysa nice location with lots of restaurants within walking distancebeautiful house at very good locationit's convenient and a great location for my needs
6. New England house (from USD 65)
Enjoy the best of both city and country life with this vacation rental! Nestled in a quiet neighbourhood, this beautiful house offers absolute comfort in a spacious home away from home. Enjoy a walk around the garden or take a dive in the swimming pool.
It is located near downtown Stamford, as well as New York City. Take a trip to the bustling city and enjoy a quiet evening with a cup of coffee or tea in this beautiful home.
Top guest reviews
Amenities & Room:
***beautiful house with pool** full of amenities quiet and relaxinga beautiful home with all the amenities one would need for a relaxing cozy and comfortable staywe decided to come back for a second stay to enjoy the pool and relaxbeautiful backyard pool alsonice quiet neighborhood and nice roomCleanliness:
clean bedroom linens bath towels and showerall clean with super comfy beclean house with a secure drivewaythe place is clean and very comfortablekind people clean room and easy communicationHost:
a lovely home with friendly hoststhe host is very friendlythe owners are very good and friendly peoplebeautiful house nice owner cleargreat home quick organized response and communication great hostRead more reviewsLocation:
the house location is a very quiet and calming neighborhoodmy dad is in a retirement community a couple miles away and the location is perfectit was easy to get to the freeways train station restaurants grocery stores and so much morebeautiful home in a quiet neighborhood just 10 minutes from the train station just what we neededthe location was perfect for me and the house is beautiful
7. Stamford sail-cation
Create a unique vacation story by choosing to stay in a sailboat in Stamford Harbor! The 1966 Pearson is a charming, old yacht, fully decked out with a wood-burning fireplace, a cherry interior and a slip, right next to two of Stamford’s waterfront restaurants and within walking distance to Stamford’s own Half Full Brewery! Enjoy live music performances on the weekends at the Crab Shell or the lovely view while taking waterfront walks along the harbour.
If you feel like staying in, there’s always a hammock that awaits you! Book in advance to secure a lovely sail-cation across all seasons! Note: different prices apply for different seasons. Also, captained charters are available to guests, upon request.
2.72 km (1.7 mi) from Scalzi Park
8. Private room near Cove Beach
Beach lovers, look no further. Stay near Cove Beach, Long Island Sound and enjoy a day of rollerblading or biking around the 83-acre (33.6-hectare) park. Spend a day at the beach or take a tram ride around the island. Barbecue in the evening with family and friends and enjoy the sea view.
Should you need to get to town, this place is within close proximity to downtown Stamford, where there are plenty of activities waiting for you.
Stamford, Connecticut, United States
4.04 km (2.6 mi) from Scalzi ParkTop guest reviews
Amenities & Room:
large tv and comfortable couch in the upstairs roomthe bed was comfortable and the ac and room fans were great even during the heat wavetemperature in the room was good and there was a portable heater which i did not usealso--fast wifi i highly enjoyed my stay and would recommend it to anyonenice room did not meet gloriaCleanliness:
very clean comfortable bed privatethe room was clean and simplethe space was very clean and exactly as shown in the postingthe bathroom is shared but kept very clean and has fantastic water pressure in the showerthe space is great: exceptionally clean and quiet with easy parking on street and highway accessHost:
host was helpful and responsiveabsolutely lovely place and hostgloria was a great hosteverybody are very friendly and kindgloria is a great hostRead more reviewsLocation:
easy bus transportationwalkable to a nice parkwould absolutely recommend this locationvery nice location at a great pricethe location was perfectly located for where we were seeing our show
9. Private room in downtown Stamford
If you love being in a central location, this place is perfect for you. This studio apartment is right in the heart of downtown Stamford and within walking distance to some of the best nightlife and dining. Head over to Harbor Point for beautiful alfresco dining and rooftop hotspots. Opt to stay in for a night and enjoy a cup of coffee or a glass of wine in this cosy studio apartment or have a game of basketball in the outdoor yard.
840 meters (0.6 ft) from Scalzi Park
10. Private room in downtown Stamford
Looking for a quiet stay away from the hustle and bustle of downtown Stamford yet with convenience? This vacation is perfect for solo travellers, adventurers or business people. It is secure, with high-tech entry, security cameras and alarms.
Entertainment is just minutes away – with some of Stamford’s best dining, a shopping mall, theatre, gym and entertainment. It is also within walking distance to public transportation and has easy access to New York City.
Stamford, Connecticut, United States
1.29 km (0.8 mi) from Scalzi ParkAccommodates: 1
Top guest reviews
Amenities & Room:
the wifi is good toogood and sincere welcome; helpful information about the house systems (wifi etcit came with a mini refrigerator iron blow dryer clean towels cable tv etcthe room was immaculate and i was very pleased with everythingnice tv w cableCleanliness:
shiny clean floors linens and towels were cleanclean quiet nice sized roomvery clean very amicable very comfortablethe room was very clean and the communication was easy and clearvery clean cozy and convenient for stamford commutersHost:
alvaro was a great hostalvaro is such a great hostalvaro is really a great hostgreat place great room and a very nice hostalvaro was such a sweet hostRead more reviewsLocation:
beautiful room located close to everythingthis location is walking distance from many great restaurants and pubsthe location of this place is perfectgreat value accommodations and perfect location literally half block from downtownthe location is perfect and is within walking distance to the mall restaurants etc
Best of both worlds
Why have one when you can have both? There is no better way to be convinced of this than to experience it for yourself! Darien, Connecticut, invites all city-dwellers or country folks to get a taste of what the other life is like!
History
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