Holiday rentals near Jennings Beach
We found 312 holiday rentals — enter your dates for availability
If you'd like to stay close to Jennings Beach, scroll through and discover private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include a garden and pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Jennings Beach
Showing deals for:30 Jan - 6 Feb
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
10 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is NZ$20,836
for 7 nights, 1 home
NZ$2,977 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Jennings Beach
Modern House in Black Rock
Sleeps 7 · 3 bedrooms · 1 bathroom
9.4 out of 10
exceptional
(8 reviews)
Top rated rentals - Jennings Beach
In town to check out Fairfield University
10 out of 10
exceptional
(14 reviews)
We were looking to book a shorter week in Fairfield to check out the university. This property allowed a shorter stay, which was extremely convenient for us. The location was a short drive to the university and within walking distance to the beach. The house itself was absolutely gorgeous. All levels were tastefully decorated, the house was clean, well lit, and included all modern amenities. The hosts were very attentive to our needs and responded in a timely manner. I would not hesitate to stay here again. One of the most beautiful properties I’ve ever stayed at near the beach.
Coleen C.
Stayed Jul 2025
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value