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, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $251
CA $375 total
includes taxes & fees
Oct 12 - Oct 13
DUNE Fairfield Beach
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (185 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $219
CA $252 total
includes taxes & fees
Sep 30 - Oct 1
Stamford Suites
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

3. 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 $401
CA $461 total
includes taxes & fees
Oct 18 - Oct 19
Guesthouse at Norwalk Inn
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

4. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is CA $466
CA $716 total
includes taxes & fees
Sep 30 - Oct 1
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

5. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is CA $1,415
CA $2,124 total
includes taxes & fees
Sep 30 - Oct 1
Beechmont - Perfect for Family Retreat!
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

6. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is CA $861
CA $1,309 total
includes taxes & fees
Oct 21 - Oct 22
4 Mi to Beach & Dtwn! Charming Fairfield Home
Interior

7. Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is CA $172
CA $691 total
includes taxes & fees
Oct 22 - Oct 23
Shop, Hike, Golf & Swim: Inviting Deer Park Escape
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

8. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is CA $253
CA $500 total
includes taxes & fees
Oct 6 - Oct 7
Elegant Hideaway with Free Parking
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

9. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is CA $444
CA $722 total
includes taxes & fees
Oct 2 - Oct 3
Uscale 2BR Escape in the Heart of NYC
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

10. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is CA $700
CA $1,011 total
includes taxes & fees
Sep 30 - Oct 1
Luxury NYC Home Game Room Free Parking
A living room with a sectional sofa, a white armchair, a patterned rug, and a wooden floor.

11. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
7.0 out of 10, Good, (4 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
The price is CA $573
CA $851 total
includes taxes & fees
Oct 2 - Oct 3
Spacious 3BR Luxe Escape near NYC
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

12. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (2 reviews)
"Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere."
United States
Kathleen
The price is CA $573
CA $891 total
includes taxes & fees
Sep 30 - Oct 1
Luxury NYC Home with Free Parking for 12
A modern living room with a glass coffee table, teal sofa, and a television displaying a colorful scene.

13. Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is CA $512
CA $783 total
includes taxes & fees
Sep 30 - Oct 1
Luxury 3 BR Near NYC with Easy Parking
A modern living room with a stone wall, a flat-screen TV, a white sofa, and a kitchen area with a bar counter and chairs.

14. Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
2.0 out of 10, (2 reviews)
"My experience did not match the listing. I was asked to make payment outside the platform and the check-in process was not clear. I would not recommend this property. ⸻ ⭐⭐ Balanced Review The property did not meet expectations. When I arrived, the check-in process was unclear and the home appeared to be partially occupied. I was also instructed to make a payment outside of Hotels.com instead of using the platform. This caused confusion and concern. I would suggest the listing be...
United States
Dianelly
The price is CA $444
CA $708 total
includes taxes & fees
Oct 1 - Oct 2
Luxe 1BR Oasis - Prime NY Stay
A hot tub in a backyard with a house, trees, and a clear sky.

15. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is CA $3,818
CA $4,957 total
includes taxes & fees
Oct 1 - Oct 2
Las Flores Villa
A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

16. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is CA $764
CA $1,061 total
includes taxes & fees
Oct 1 - Oct 2
Prime Luxe 3-BR NYC - Free Parking
A spacious living room with large windows, a fireplace, and a view of the outdoors.

17. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is CA $386
CA $762 total
includes taxes & fees
Oct 1 - Oct 2
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern kitchen with white cabinetry, a dining area with a glass table, and a view of the outdoors through large windows.

18. Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
3.6 out of 10, (4 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is CA $573
CA $851 total
includes taxes & fees
Oct 15 - Oct 16
Modern Comfort in the Heart of NYC
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

19. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is CA $934
CA $1,748 total
includes taxes & fees
Sep 30 - Oct 1
Summer Pool Oasis Custom Bar Arcade Pool Table
A breakfast buffet with pastries, fruits, and a coffee station.

20. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is CA $1,273
CA $1,628 total
includes taxes & fees
Sep 30 - Oct 1
3BR Prime Luxury NY - Free Parking
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 Stamford Hotel

The Stamford Hotel

8/10 Good
"Upon first glance, the hotel is good. Rooms are quiet, beds are comfortable, bathrooms are good. Peeling wallpaper , in the room and in the hallway in places, means things are dated. I would stay again, but it’s pricy for what you get."
Kimberly 1-night trip
Posted 17 hours ago
The Stamford Hotel

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.