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Holiday Homes and Apartments Fairfield, CT and nearby

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    All 23 Rentals in the Fairfield Area
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    From
    $10,271
    / Month
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    1 / 76
    Fairfield
    5 Bedrooms / 5 Bathrooms / Sleeps 7
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    From
    $385
    / Night
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    1 / 14
    Fairfield
    6 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry

    The following rentals are within 30 kilometres of Fairfield, Connecticut.

    From
    $642
    / Night
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    1 / 13
    4.5 of 5 stars (3) Very good
    Kings Park, NY
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Reviews (3) Make Enquiry
    From
    $514
    / Night
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    1 / 22
    5 of 5 stars (2) Excellent
    New Haven
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This entire house is all yours! Yes, the entire 2300 square ft house with 3 bedrooms and 2.5 baths! Host your Yale Weekend here and feel right at home as you entertain your family and friends in this beautiful and comfortable space.The house is spacious and charming with a lovely combination of... View all property information
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    5 of 5 stars Reviewed 17 March 2015
    Chris and Shaina's home was a perfect stay for our large family who flew in from Europe and stayed for two weeks. Being downtown was very convenient for everything we wanted to...
    5 of 5 stars Reviewed 22 February 2015
    What an awesome house. I love how the owners left us notes all over the house explaining the art work and where to find anything. We arrived at 2 am in the morning and had a few...
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    $126
    / Night
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    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station, NY
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A very spacious 1 bedroom private Apartment like, Bedroom can be configured to accommodate 2, 3, 4 or 6 comfortably, Private full bathroom, Open Area consists of living area, kitchenette, Mid size refrigerator, counter top with sink and cabinets, Toaster oven, microwave, Coffee machine etc.. ,... View all property information
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    Location Information
    Port Jefferson Station, Long Island 11776
    5 of 5 stars Reviewed 25 December 2014
    We were born and raised on Long Island and go back every couple of years to visit. Most of the time we stay at a hotel or maybe an Inn / B&B. We came across this rental and it...
    5 of 5 stars Reviewed 9 October 2014
    Both owners were very personable and made us feel so comfortable. Attention to detail and making our visit feel like home was definitely accomplished beyond expectations.
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    From
    $250
    / Night
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    1 / 8
    5 of 5 stars (13) Excellent
    Port Jefferson, NY
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A true retreat! Peace and serenity....these will be your thoughts as you look out and view the harbor and magnificient woods located on 3 acres! We are minutes away from a very lively town with many restaurants, theatre and shopping! We have beautiful restaurants on the water as well!! This... View all property information
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    5 of 5 stars Reviewed 17 October 2014
    Just as the review below I cannot say enough about this great vacation retreat. This is truly a wonderful vacation destination. Port Jefferson village is a great small village...
    5 of 5 stars Reviewed 23 September 2014
    This is a lovely rental with friendly hosts and walk-to-town convenience. We enjoyed the beautiful seclusion, lovely view (especially at night when the harbor lights are aglow...
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    $289
    / Night
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    1 / 21
    5 of 5 stars (1) Excellent
    Stamford
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Completely updated apartment in lovely rural setting but close to everything. Get away without going very far. Take a break from sterile hotel rooms while on business. Private entrance, 2 bedroom, 1.5 bath, fully equipped kitchen, dining room, living room, french doors to patio, balcony off... View all property information
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    Location Information
    Stamford, Connecticut 06903
    5 of 5 stars Reviewed 18 August 2014
    Sehr schönes Ferienhaus in waldreicher Umgebung, mit vielen Annehmlichkeiten im Haus, luxeriös eingerichtet mit netten Details. Country Market um die Ecke und gute Anbindung an...
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    From
    $143
    / Night
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    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Charming beach cottage, clean, well maintained interior,central AC. Cottage located on dead end street, 4 houses from LI Sound. Residents share PRIVATE BEACH.Guests of property also have beach rights to adjacent PRIVATE BEACH. View of ocean and salt marsh from front porch. Short walk to TOWN BEACH... View all property information
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    4 of 5 stars Reviewed 6 December 2014
    This is a well equipped and furnished property. It was very clean and comfortable and WiFi and telephone were included. The house is only a few yards from the beach and, for...
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    From
    $1,266
    / Night
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    1 / 16
    Westport
    4 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Elegant home was professionally designed to capture the spectacular views of the Ocean. The home was completely remodeled recently and includes a rich interior with state of the art kitchen appliances, wood burning fireplace, washer/dryer, central A/C and internet. Near the end of a quiet... View all property information
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    Location Information
    Westport, Connecticut 06880
    From
    $449
    / Night
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    1 / 2
    Rowayton
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Use of sailboat,paddelboard,kayak and small motor boat, swim and tennis in rowayton ct. 06853- walk to quaint village- furnished apt. For 2, with balcony on your own private swimming beach. Balcony overlooks the beach and the sound.-train 55 min. To grand central nyc. Unique vacation spot!... View all property information
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    From
    $892
    / Night
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    1 / 42
    Weston
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18' soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,... View all property information
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    Location Information
    Weston, Connecticut 06883
    From
    $995
    / Night
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    1 / 3
    Milford
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    4 bedroom, 3 full bathroom , Beach house, directly on the water View all property information
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    Location Information
    Milford, Connecticut 06460
    From
    $449
    / Night
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    1 / 24
    Port Jefferson, NY
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This five bedroom Harbor View home is only steps away from town and the dock, located in the village of Port Jefferson. It has the most amazing harbor views with stairs that lead straight to the harbor where you will find outstanding restaurants, night clubs, bars and shops! There is always... View all property information
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    From
    $353
    / Night
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    1 / 15
    Pound Ridge, NY
    1 Bedroom / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A luxury cottage set privately on a 7 acre estate in sylvan Pound Ridge, New York. A perfect setting from which to explore Westchester's horse country, The Hudson Valley, New England's Connecticut villages and New York City. World renowned restaurants are within minutes and recreational activities... View all property information
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    From
    $899
    / Night
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    1 / 24
    Rowayton
    2 Bedrooms / 7 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We live in a private association called Bell Island. We are surrounded by incredible views of Long Island Sound and Farm Creek Preserve and our beaches are reserved for use by residents and their guests only. Our home is on a tidal estuary called Farm Creek. The creek is fed by the Long Island... View all property information
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    From
    $282
    / Night
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    1 / 14
    Stamford
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    At this premier luxury 5 story community with a suburban feel, there is an assortment of urban amenities like award-winning landscaped grounds, a resort-style heated swimming pool and a 24 hour fitness center for residents to enjoy. The beautiful apartment homes at Stamford Corners offer residents... View all property information
    Make Enquiry
    Location Information
    Stamford, Connecticut
    From
    $321
    / Night
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    1 / 14
    Saint James, NY
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 4 bedroom 2 bath Long Island home nestled in the historic village of Saint James on the North Shore. This space is the main floor of a ranch house located a convenient 60 miles away from New York City but a world away in vacation experience. It is easily accessible by car or train.... View all property information
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    Location Information
    Saint James, Long Island 11780
    From
    $449
    / Night
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    1 / 37
    South Salem, NY
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This wonderful 2500sqf, 3 bedroom 2.5 bathroom home located on 6 acres is decorated with modern and contemporary art creating a homey and comfortable environment which you will enjoy during your stay here. The privacy and quiet is paralleled only by the view of the woods which you can see from the... View all property information
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    Location Information
    South Salem, New York 10606
    From
    $60
    / Night
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    1 / 8
    Danbury
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Newly refurbished cottage directly on the shores of Lake Candlewood in Danbury CT with access to a private dock and the lake. The cottage has 2 bedrooms and 2 bathrooms with a fireplace in the living room and a pellet stove on the enclosed porch that heats the entire house in the winter.... View all property information
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    From
    $249
    / Night
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    1 / 18
    Stamford
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hr fitness center. The fabulous apartments at The Blvd offer... View all property information
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    Location Information
    Stamford, Connecticut
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    From
    $282
    / Night
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    1 / 17
    Stamford
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hour fitness center. The fabulous apartments at The Blvd offer... View all property information
    Make Enquiry
    Location Information
    Stamford, Connecticut
    From
    $249
    / Night
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    1 / 12
    Stamford
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    At this premier luxury 5 story community with a suburban feel, there is an assortment of urban amenities like award-winning landscaped grounds, a resort-style heated swimming pool and a 24 hour fitness center for residents to enjoy. The beautiful apartment homes at Stamford Corners offer residents... View all property information
    Make Enquiry
    Location Information
    Stamford, Connecticut
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    1 / 6
    Fairfield
    Studio / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Garden
    • Grill
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    2 bedroom / 2 bath FURNISHED rental for 5 months starting December.Fully equipped kitchen, linens, views of Long Island Sound,close to town center restaurants, etc.Modern,spacious,with fireplace, steam shower, jacuzzi tub,washer/dryer dishwasher etc. This is a luxury home away from home! No... View all property information
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    Location Information
    Fairfield, Connecticut 06824