Darien Rentals
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VRBO
Charming 4 bedroom that backs up to a park; 1 mile from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Come test out the burbs! When we recently moved from the city, we wanted a balance of walkability with the comfort of ...
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Expedia
Space, expansive property with views and pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Location, space and amenities! This expansive cape features bright rooms, unobstructed views of the Ox Ridge Hunt Club a ...
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VRBO
Charming beach cape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Have a wonderful summer in a renovated 3 bed 1.5 bath cape, in Darien, CT. Close to beaches, town, restaurants and great ...
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- From $1200 per night (USD)
VRBO
Fantastic home in lovely Darien, available July 14 - August 4
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
House has 7 bedrooms, 5 baths and a lovely first floor that is perfect for entertaining. Classic 1870 house with all in ...
From $1200 per night (USD)VRBO
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VRBO
Charming, light filled home with privacy, character and style.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Beautifully sited home on private lot, close to town and high school grounds. Great room with Cathedral ceiling, beams, ...
Click For PricingVRBO
- From $650 per night (USD)
VRBO
Darien Family Home with Bedroom\/Nursery - sleeps 12 & easy 50 min. train to NYC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
We are not flexible with the pricing on this booking. Please don't ask. The answer is always no. We are offering priv ...
From $650 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Welcome to our junior one-bedroom located in the beautiful town of Darien.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
As you step into the private entrance of this thoughtfully designed apartment, you will feel a sense of comfort and tran ...
From $211 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Darien Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 2
Situated beside Long Island Sound and the famed Five Mile River, Darien offers small-town waterfront living at the cent ...
From $270 per night (USD)Expedia
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VRBO
Classic Darien Center Hall Colonial, steps from Five Mile River \/ Rowayton
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Well cared for center hall colonial with central air. Back yard features an in ground trampoline, hammock and large tree ...
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- From $88 per night (USD)
VRBO
Quiet restful sunny with new marble bathroom and luxury queen mattress.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet peaceful sunny space, new luxury queen mattress, desk and new marble bathroom. Large eat in sunny kitchen. Prope ...
From $88 per night (USD)VRBO
- From $96 per night (USD)
VRBO
Peaceful Large Sunny Suite with Private Bathroom in quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet, peaceful, large sunny Suite with brand new large marble bathroom. Washer and dryer. Property located on large ...
From $96 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Darien family home on a Cul de Sac with pond and pool.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape the city. Lovely, quiet home with lots of natural light in a wooded setting with plenty of privacy. About 10 min ...
From $675 per night (USD)Expedia
- From $661 per night (USD)
VRBO
Darien Cottage walk to train, beach, restaurants, gym...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover a charming family home on a secure and enchanting street in the hear of Darien Ct, in the Noroton neighborhood ...
From $661 per night (USD)VRBO
- From $1080 per night (USD)
Expedia
Beautiful 5 bedroom Darien house with pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
A beautiful, spacious 5 bedroom, 4 bathroom, Darien family home with swimming pool and large private garden which has a ...
From $1080 per night (USD)Expedia
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VRBO
Darien House in the Country
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
5,500 Square Foot Home on 1.75 Acre Wooded Property Built in 2008 Great for a family Recently paved driveway perfect for ...
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- From $675 per night (USD)
Expedia
Darien, Cozy 3 bd home, fireplace, close to train
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Noroton Heights is a great location. Exit 10 off 95 you are 15 minutes to Stamford and 10 Minutes to Norwalk. Weed be ...
From $675 per night (USD)Expedia
- From $560 per night (USD)
VRBO
Spend the Spring in an Authentic Bungalow with Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spend the spring in an authentic bungalow located in Darien, CT. Conveniently located only minutes to the train station ...
From $560 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
- Message for specials - Connect on IG @stayawhile.getaway - Minutes from DT Stamford - Block away from Holly Pond's wa ...
From $188 per night (USD)Expedia
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VRBO
Amazing 2 bedrooms apartment 3 beds and walking distance to Cove Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Newly renovated 2 bedroom apartment including brand new furniture as well as many other amazing things to desire upon. T ...
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- From $249 per night (USD)
Expedia
Perfect Home Away from Home - Close to restaurants, local beaches, theaters, sleeps 7, Strong WIFI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
HOME AWAY FROM HOME! 3 BR/ 2.5 BA/ Sleeps 6 Welcome to this Charming Springdale Colonial home. Located in a friendl ...
From $249 per night (USD)Expedia
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VRBO
Charming In-Village Modern Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated farmhouse on quiet street in town. Walk to parks, market, village, restaurant, library, and 5 Mile River ...
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- From $1500 per night (USD)
Expedia
Beach House - relax on the deck - stunning sunrises!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
NON SMOKERS ONLY, NO VAPING OR MEDICINAL CANNABIS. 3500 sq ft - Air conditioning -Flat-screen TVs Free WiFi Waterfront ...
From $1500 per night (USD)Expedia
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Expedia
Pool, hot tub, yard - Perfect town best neighborhood
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Beautiful family neighborhood walkable to Waveny Park and the YMCA and sidewalks to the lovely town of New Canaan, with ...
Click For PricingExpedia
- From $766 per night (USD)
VRBO
Rowayton Bungalow-Special!! 6,500 April or 595 Night!!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Rowayton is a great beach community only 45 min from New York City. The beautiful village is located on Long Island Soun ...
From $766 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Seaside Village of Rowayton Summer Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming in Village refurbished Cape Cod style home. New kitchen with granite counter tops, sub-zero fridge, Viking appl ...
From $600 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Rowayton house steps away from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Family friendly 3 bedroom, 2 bathroom single-family home located in a beach association in Rowayton. There is an additi ...
From $800 per night (USD)VRBO
- From $867 per night (USD)
VRBO
Rowayton House Close To Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Lovely, quiet home with lots of natural light in a wooded setting with plenty of privacy while just around the corner fr ...
From $867 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Beach Down the Block!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Rowayton in the summer! There's nothing better. The beach, the boating, the concerts, the shops, the restaurants. Spend ...
From $650 per night (USD)VRBO
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VRBO
Secluded cottage on cul de sac in Rowayton. Available for year round lease.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private 2 bedroom cottage. Beautiful fenced bluestone patio with grill, chimenea, dining area, all surrounded by a lar ...
Click For PricingVRBO
- From $275 per night (USD)
Expedia
Nature refuge 5min from Rowayton train station (direct access to NYC)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Modernist house with a private pond in an exclusive neighborhood. Only one hour away from NYC by train or driving. It ha ...
From $275 per night (USD)Expedia
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VRBO
Renovated 1BR APT, walk to train and more!<br>Holiday Specials!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated apartment in a condominium complex , heated floors in the new bathroom and kitchen, recess lights, floor ...
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- From $755 per night (USD)
Expedia
Waterview House Walking Distance from Cove Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Summary: This is a spacious 5 bedrooms luxury home with water views located walking distance to Cove beach/park, tennis ...
From $755 per night (USD)Expedia
- From $837 per night (USD)
VRBO
Stylish Beach Home near Stamford Downtown\/Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Summary: This spacious 5 bedroom home with water views and a lot of natural light tucked away in a quiet and serene resi ...
From $837 per night (USD)VRBO
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VRBO
Waterfront Rowayton Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful waterfront Rowayton home for rent August 15-29. Located in the private Bell Island Beach Association and step ...
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- From $82 per night (USD)
VRBO
Cozy Room in 2 Bed 1 Bath AirBNB
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Summary: Forget your worries in this peaceful and serene private bedroom! This stylish and cozy In-law suite promises a ...
From $82 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Charming & Peaceful Apartment in Stamford!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to our peaceful and centrally-located home in Stamford, CT! This stylish and cozy In-law suite promis ...
From $210 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Historic Summer cottage, close to private beach for rent by the month or week
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Cottage in Idyllic town, an hour from NYC, close to beach. Walk or bike to seafood restaurant, pizza parlor, ice cream s ...
From $643 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Second floor cottage apartment located in a private community.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 14
A charming two bedroom apartment located within a private community with a quiet, park like setting near the Sound. Con ...
From $250 per night (USD)Expedia
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VRBO
Whimsical Studio - Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
★☆ ABOUT THIS SPACE ☆★ Whimsical Staycation is a beautiful home located in the heart of Stamford. This charming property ...
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- From $215 per night (USD)
Expedia
Luxury 2Br with loft space 5 minutes to Downtown\/Beach\/ w Deck. Pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the convenience of staying at this centrally-located haven, where your family will be just moments away from ...
From $215 per night (USD)Expedia
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Expedia
Charming 3-bedroom house on Bell Island in Rowayton, CT
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 5
There's nothing like Bell Island in the summer. Two private beaches, swimming raft, a playground, a ballpark, surrounde ...
Click For PricingExpedia
- From $600 per night (USD)
Expedia
Darien Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover a charming family home on a secure and delightful street in the heart of Darien, CT. Enjoy an enchanting stay i ...
From $600 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Perfect for Families| Sunny, Spacious and Modern
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This luxury apartment is located in the heart of Glenbrook neighborhood and near great restaurants. You will have a desi ...
From $350 per night (USD)VRBO
- From $123 per night (USD)
VRBO
Large Room in shared 2 Bed 1 Bath Cozy Apartment!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Summary: Forget your worries in this spacious and serene private bedroom! This stylish and cozy In-law suite promises a ...
From $123 per night (USD)VRBO
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VRBO
Whimsical Staycation - Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
★☆ ABOUT THIS SPACE ☆★ Whimsical Staycation is a beautiful home located in the heart of Stamford. This charming property ...
Click For PricingVRBO
- From $200 per night (USD)
VRBO
Peaceful 2-bedroom apartment in wonderful Stamford with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful stay at this lovely 2-bedroom apartment in Stamford. With 2 queen beds, our property provides a tremend ...
From $200 per night (USD)VRBO
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VRBO
Whimsical Staycation - Fire Pit - Full House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
★☆ ABOUT THIS SPACE ☆★ Whimsical Staycation is a beautiful home located in the heart of Stamford. This charming property ...
Click For PricingVRBO
- From $284 per night (USD)
VRBO
Perfect For Longterm Stay 2A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This luxury apartment is located in the heart of Glenbrook neighborhood and near great restaurants. You will have a desi ...
From $284 per night (USD)VRBO
- From $750 per night (USD)
VRBO
2-minute drive to beach, renovated antique in Rowayton walk to shops restaurants
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
TWO minute drive/15 minute walk to private Bayley Beach. Only 50 minutes from NYC in exclusive Rowayton CT on the Long I ...
From $750 per night (USD)VRBO
- From $307 per night (USD)
VRBO
FULLY EQUIPPED HOUSE W\/3 BEDROOMS
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This isn't just a house. It's a home -- a place of peace and refuge, a space to spend time with family and friends. You ...
From $307 per night (USD)VRBO
- From $651 per night (USD)
VRBO
Rowayton - Close To Town, Park & Beach\n
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy easy access to everything Rowayton has to offer from this perfectly located home base. Located on a dead end road ...
From $651 per night (USD)VRBO
- From $1400 per night (USD)
Expedia
Beautiful Rowayton Home - Close to Beach and Town
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Large family home walkable to town, beach, and 5 mile river. House comfortably fits one or two families with 5 bedrooms ...
From $1400 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Spacious, modern country farmhouse.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
A 3/4 bedroom 2.5 bath home with an upstairs bonus/workout room, patio and screened in porch. Conveniently located 1.5 m ...
From $450 per night (USD)VRBO
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Expedia
Cove Park Sunsets Hot Tub, Fire Pit & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located just a short train ride away from NYC, walking distance to Cove Island Beach Park and Chelsea Piers. Approximatl ...
Click For PricingExpedia
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VRBO
Hollow Spring Retreat\n\n
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Relax with the whole family at this peaceful 2,200 sq ft home on a 1 acre wooded lot off a private road. Near beaches, a ...
Click For PricingVRBO
- From $525 per night (USD)
VRBO
Hollow Spring Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Relax with the whole family at this peaceful 2,200 sq ft home on a 1 acre wooded lot off a private road. Near beaches, a ...
From $525 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Minutes to Downtown Stamford and train. Fully remodeled with new appliances.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy your stay in vibrant city of Stamford. Nightlife, restaurants, beach, family friendly activities and shopping ...
From $150 per night (USD)VRBO
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VRBO
Rowayton beach cottage with views of Long Island Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy idyllic Rowayton in private Pine Point Association. Put the car keys away and bike or walk the village and take i ...
Click For PricingVRBO
- From $399 per night (USD)
VRBO
Home to relax
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome home. Clean, nice and very relaxing . Everything within reach. The bedroom is huge and has a king size bed hardw ...
From $399 per night (USD)VRBO
- From $120 per night (USD)
Expedia
2 Private Bedrooms and Full Private Bath in Stamford, CT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 1
Very comfortable, 2 Bedrooms with a Private Bathroom. These rooms have it all - each room is set up with a comfortable f ...
From $120 per night (USD)Expedia
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VRBO
Wonderful 3 Bedroom house in the heart of Rowayton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay in the heart of beautiful Rowayton 5 minutes from Baley beach ...
Click For PricingVRBO
- From $123 per night (USD)
Expedia
Newly listed 1Bedroom Apartment close to train!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious and quiet one bedroom apartment close to lots of transportation and downtown Stamford! Private entrance; apartm ...
From $123 per night (USD)Expedia
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Expedia
Beachfront + Luxury Living
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Tucked in a waterfront beach association, colonial sun-filled five bedroom home, with 5 baths, quiet library with privat ...
Click For PricingExpedia
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Expedia
Remodeled 3 Bedroom home in the heart of Stamford
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Stay at this new 3-bedroom home with 2.5 baths. Recently renovated and equipped with all you'll need from a home away fr ...
Click For PricingExpedia
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VRBO
Antique House on Private Island in Long Island Sound
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
We offer a very special antique house (1903) on a private island in Norwalk harbor boasting ocean views, serenity and st ...
Click For PricingVRBO
- From $1776 per night (USD)
VRBO
Classic Rowayton Victorian (With a modern feel!!)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Classic, Charming Rowayton Victorian circa 1898 with modern, bright, clean, cheery, elegant feel, with view of the Five ...
From $1776 per night (USD)VRBO
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VRBO
Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape from NYC! Very special 4 bedroom home meticulously decorated. Includes a playroom and a downstairs bedroom for in ...
Click For PricingVRBO
- From $1100 per night (USD)
Expedia
The Boathouse on Five Mile River
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Directly on the Five Mile River, in the center of the cute village of Rowayton. The house has been freshly updated in ...
From $1100 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Perfect For Long term Stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This luxury apartment is located in the heart of Glenbrook neighborhood and near great restaurants. You will have a desi ...
From $350 per night (USD)VRBO
- From $1126 per night (USD)
VRBO
Newly renovated Rowayton village jewel box, one block from town and beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
4BR, 3.5 BA Newly renovated (2023) modern chic colonial farmhouse is in a fabulous location in the picturesque seaside v ...
From $1126 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Cozy & Comfortable Stamford Apartment! Half hour from NYC!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Forget your worries in this spacious and serene space. This cozy and comfortable two bedroom apartment in Stamford, CT ...
From $100 per night (USD)VRBO
- Click For Pricing
VRBO
Cheery Victorian beach home on private Bell Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy vacation living year-round in coveted Bell Island. Adorable, furnished 4/5 bedroom Victorian cottage with breathta ...
Click For PricingVRBO