A lighthouse at night with a full moon in the sky.

Fairfield County Vacation Rentals

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Top Cities in Fairfield County

A large, two-story house with a wrap-around porch and stone foundation.
Vacation RentalsVacation Rentals

Danbury

Danbury

Our top choices for Fairfield County vacation rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $226
CA $347 total
includes taxes & fees
Nov 18 - Nov 19
DUNE Fairfield Beach
A modern living room with a large window, a sofa, a coffee table, and a TV.

2. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is CA $161
CA $282 total
includes taxes & fees
Oct 25 - Oct 26
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A swimming pool at night with blue lighting.

3. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is CA $127
CA $215 total
includes taxes & fees
Oct 25 - Oct 26
Business or Weekend escape
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

4. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is CA $209
CA $392 total
includes taxes & fees
Oct 20 - Oct 21
Spacious Studio with Pool Table
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

5. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is CA $396
CA $455 total
includes taxes & fees
Nov 1 - Nov 2
Guesthouse at Norwalk Inn
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

6. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveller
The price is CA $173
CA $439 total
includes taxes & fees
Nov 3 - Nov 4
Renovated 2BR Retreat / Modern Comforts Included
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

7. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is CA $191
CA $336 total
includes taxes & fees
Oct 19 - Oct 20
Centric property close to all the great things in the city
Private kitchen

8. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
The price is CA $187
CA $496 total
includes taxes & fees
Oct 19 - Oct 20
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

9. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.8 out of 10, Good, (6 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
The price is CA $200
CA $487 total
includes taxes & fees
Oct 21 - Oct 22
Modern 2 Bed in BlackRock
A picnic setup with a checkered blanket, a basket, and two wine glasses on a grassy area with a lake and trees in the background.

10. Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
8.6 out of 10, Excellent, (36 reviews)
"Very serene location, the host was very responsive and helpful."
United States
Stephen L.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
A modern living room with a sofa, a coffee table, and a bar stool.

11. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is CA $204
CA $442 total
includes taxes & fees
Oct 19 - Oct 20
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Interior

12. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
The price is CA $212
CA $381 total
includes taxes & fees
Oct 19 - Oct 20
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

13. Elite room stay

Elite room stay
Bridgeport
The price is CA $293
CA $487 total
includes taxes & fees
Oct 19 - Oct 20
Elite room stay
A modern hotel room with a large bed, bedside tables, a desk, and a chair.

14. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
The price is CA $155
CA $178 total
includes taxes & fees
Oct 19 - Oct 20
1 Queen Bed | Non-Smoking
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

15. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (195 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $232
CA $267 total
includes taxes & fees
Oct 22 - Oct 23
Stamford Suites
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

16. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay "
United States
Maria Elena G.
The price is CA $229
CA $547 total
includes taxes & fees
Nov 15 - Nov 16
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A beige sofa with blue cushions, a white vase with flowers, and a white door with a glass panel.

17. Modern Apartment with Private Entrance

Modern Apartment with Private Entrance
Historic District
10.0 out of 10, Exceptional, (1 review)
"This was a great deal on the busy weekend we stayed. The space was even better than described."
United States
Derek H.
The price is CA $226
CA $420 total
includes taxes & fees
Oct 20 - Oct 21
Modern Apartment with Private Entrance
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

18. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is CA $210
CA $632 total
includes taxes & fees
Nov 2 - Nov 3
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

19. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (45 reviews)
"Nice stay"
United States
Christopher J.
The price is CA $269
CA $531 total
includes taxes & fees
Nov 15 - Nov 16
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

20. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $294
CA $816 total
includes taxes & fees
Oct 21 - Oct 22
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fairfield County Hotel Reviews

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"Great hotel. Very nice staff. They spent time giving you advice on what and where to see. Turned out great. Excellent breakfast. Convenient parking. Could easily unload your suitcases to the room. No key, just code to enter the room. Convenient location. A perfect 10 experience."
Supakanya 1-night trip
Posted 5 hours ago
The Circle Hotel Fairfield

Find out more about Fairfield County

Everything you need to know about Fairfield County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fairfield County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fairfield County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Fairfield County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fairfield County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fairfield County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fairfield County vacation rentals we have selected for you start as low as CA $215 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Fairfield County rentals

At Expedia, we put the best Fairfield County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Fairfield County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fairfield County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fairfield County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.