
Fairfield Holiday Rentals
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Our top choices for Fairfield holiday rentals

1. DUNE Fairfield Beach
DUNE Fairfield Beach
2. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
3. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
4. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
5. 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
6. 4 Mi to Beach & Dtwn! Charming Fairfield Home
4 Mi to Beach & Dtwn! Charming Fairfield Home
7. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
8. 4 Mi to Beach & Dtwn! Charming Fairfield Home
4 Mi to Beach & Dtwn! Charming Fairfield Home
9. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
10. Spacious Studio with Pool Table
Spacious Studio with Pool Table
11. Modern 2 Bed in BlackRock
Modern 2 Bed in BlackRock
12. Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Designer 2 bedroom+office/3bed vacation home.
13. Business or Weekend escape
Business or Weekend escape
14. Renovated 2BR Retreat / Modern Comforts Included
Renovated 2BR Retreat / Modern Comforts Included
15. Guesthouse at Norwalk Inn
Guesthouse at Norwalk Inn
16. Centric property close to all the great things in the city
Centric property close to all the great things in the city
18. 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
19. Cozy 2-Bed ADA|Pool|Free Parking
Cozy 2-Bed ADA|Pool|Free Parking
20. Nama-stay, sweet pink Saugatuck Shores beach cottage
Nama-stay, sweet pink Saugatuck Shores beach cottageFind holiday rentals that suit your style
Top Fairfield Hotel Reviews

Omni New Haven Hotel at Yale
Find out more about Fairfield
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fairfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Fairfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Fairfield. Seeing all the best attractions is bound to make you fall in love with Fairfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Fairfield short-term rentals, that won’t be hard to do.
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