Fairfield Vacation Rentals

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Our top choices for Fairfield vacation homes

1. 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 $285
CA $786 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

2. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
The price is CA $395
CA $917 total
includes taxes & fees
Dec 7 - Dec 8
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

3. Stareway to Heaven in Fairfield

Stareway to Heaven in Fairfield
2.0 star property
Fairfield Beach
The price is CA $1,297
CA $1,859 total
includes taxes & fees
Nov 24 - Nov 25
Stareway to Heaven in Fairfield

4. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.6 out of 10, Exceptional, (22 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is CA $537
CA $1,105 total
includes taxes & fees
Nov 15 - Nov 16
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

5. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
6.0 out of 10, (2 reviews)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is CA $742
CA $1,271 total
includes taxes & fees
Dec 2 - Dec 3
4 Mi to Beach & Dtwn! Charming Fairfield Home

6. Elite room stay

Elite room stay
Bridgeport
The price is CA $295
CA $468 total
includes taxes & fees
Nov 15 - Nov 16
Elite room stay

7. 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 $128
CA $206 total
includes taxes & fees
Nov 15 - Nov 16
Business or Weekend escape

8. 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
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is CA $225
CA $366 total
includes taxes & fees
Nov 18 - Nov 19
Centric property close to all the great things in the city

9. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
10.0 out of 10, Exceptional, (1 review)
"Terrific place to stay in Milford. Quaint & quiet neighborhood, close to beach and beautiful park near by to walk at (Walnut Beach Park). House was very well kept and stocked with everything you would need. Host communication was thorough and prompt. Would absolutely stay here again."
United States
Michelle D.
The price is CA $181
CA $618 total
includes taxes & fees
Nov 18 - Nov 19
Renovated Beachside Retreat

10. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ
Cranbury
8.8 out of 10, Excellent, (8 reviews)
"Great spot for our family. "
United States
Kevin I.
The price is CA $421
CA $836 total
includes taxes & fees
Nov 23 - Nov 24
3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

11. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is CA $926
CA $1,761 total
includes taxes & fees
Nov 17 - Nov 18
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

12. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is CA $439
CA $653 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 1-bedroom house in welcoming Bridgeport

13. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is CA $318
CA $579 total
includes taxes & fees
Nov 18 - Nov 19
Gilded Age Luxury Surrounded by Nature

14. 171 Broadway · Renovated House Steps Away From The Ocean

171 Broadway · Renovated House Steps Away From The Ocean
Milford
8.4 out of 10, Very good, (8 reviews)
"very clean, new and great location! Will book again."
United States
ScottTakacs a.
The price is CA $300
CA $567 total
includes taxes & fees
Nov 15 - Nov 16
171 Broadway · Renovated House Steps Away From The Ocean

15. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (16 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is CA $343
CA $872 total
includes taxes & fees
Nov 15 - Nov 16
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

16. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is CA $892
CA $1,525 total
includes taxes & fees
Nov 16 - Nov 17
Beechmont - Perfect for Family Retreat!

17. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is CA $476
CA $1,044 total
includes taxes & fees
Nov 18 - Nov 19
Spacious Retreat with Game Room and Fire Pit

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 $225
CA $654 total
includes taxes & fees
Nov 18 - Nov 19
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

19. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is CA $171
CA $349 total
includes taxes & fees
Nov 17 - Nov 18
Loft •Pool • Gym • Free Parking • Near Yale

20. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (22 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is CA $320
CA $634 total
includes taxes & fees
Nov 18 - Nov 19
Gem by the water+ firepit and all fenced backyard
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.

Learn more about Fairfield

Stroll along Jennings Beach at sunset when local joggers have it mostly to themselves. History buffs should visit the Fairfield Museum, then grab lunch at one of the charming cafés downtown.

A marina with multiple sailboats docked at sunset.

Top reviews in Fairfield

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