
Places to stay near Jennings Beach
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Top-rated holiday rentals near Jennings Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Downtown Fairfield 3 bedroom Colonial
Enjoy a charming, 3 bed/2 full bath Colonial that is only a 4 block walk from the coffee shops, bars, and restaurants on the Post Road and .7 mile from the Fairfield Train Station. The house is over 1500 sq. feet on a quiet street and only a mile to the town beaches. Work has taken me from Fairfield, but it remains home, so the house is fully stocked with everything. If you're into shooting hoops, you'll like the lined and paved court. Small well-trained dogs and longer stays are negotiable.

Private Studio Apartment; Kitchen; Fully Furnished
This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Spacious Cottage Loft
Welcome to the Spacious Cottage Loft! Please enjoy a nice quiet relaxed atmosphere in this unique space. Its a little bit rustic with its shiplap pine and exposed beams. Its a little bit rock and roll with its little music space along with some favorite framed albums hanging on the walls. Very comfy queen size bed. 2 smart TVs (65" up & 55" down) for your entertainment pleasure. Roomy kitchen with brand new appliances. Bath-walk in shower. THIS SPACE IS DESIGNED TO ACCOMMODATE 1-2 GUESTS.

Fairfield Entire Upstairs Suite / 2Rms + Parking
ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bathroom Exclusive Driveway Parking➕locked entrance leading airbnb, separate from full-time renters on 1st FL Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

Seaside Studio in Historic Bridgeport Brownstone
Keep it simple at this peaceful and centrally-located historic brownstone built by P.T. Barnum for his staff 140 years ago. Basement unit across the street from Bridgeport University, 1 block to Seaside Park and beaches, 5 min walk to amphitheater, and 10 min walk to Metro North or LI ferry. Includes kitchenette with fridge/freezer, microwave, stove and oven, desk, couch, wifi, tv with Roku , iron, hairdryer, and full bathroom. We are pet friendly up to 2 with additional $25 per pet.

Peaceful Suburban Colonial w/New Kitchen.
Looking for a clean, cozy, secluded suburban escape that's still close to great shopping, Long Island Sound, and the two Fairfield Universities? Look no further than this newly renovated colonial on a quiet tree-lined street with no through traffic. A park and basketball are just at the end of the street. Trader Joes and other great shopping are a 2 minute drive away. Sacred Heart and Fairfield U are 5 minutes away. We're right across the street in case any of us forgot anything :).

Fall Sale! CozyCottage/WalktoBeach/Pet-friendly
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr
Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach
Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

Guest suite with private enter
Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.
Popular amenities for holiday rentals near Jennings Beach
Apartment rentals with wifi

Clean 1 BD apt with Free Wi-Fi and parking

Stunning, Spacious, Spotless. Close to Yale.

Downtown gem w/ parking, Wi-Fi+!

Chateau Blanc Yale

1856 Trading House close to water

Cozy private furnished apartment

Comfortable, Beautiful Apartment-Close to Downtown

Coastal Holiday Getaway - Waterfront Rowayton
Family-friendly house rentals

5 Minute Walk to Beach & Downtown Fairfield

FFld Beach House, Walk to beach, marina and town!

Vibrant & Stylish 2 Bedroom Home

Chic studio in Bridgeport

Lavish retreat near downtown

Cozy Studio in Bridgeport

Luxurious Barn With New England Charm

Bright, Stylish & Cozy Suite
Apartment rentals with air conditioning

The Boathouse, private downtown Harborside suite

Urban Getaway

Spacious Westport Apt surrounded by nature!

"Triplex Historic Beauty" with Seasonal Garden

New & Stylish 2 King Bed Apartment w/ Grand Dining

Luxurious 1BR Downtown Stamford

Standalone Cottage surrounded by woods

Retreat in New Haven by Stephanie and Damian
Other great holiday rentals near Jennings Beach

Modern Beach & Town Getaway

Hermoso, limpio y tranquilo lugar para relajase

The Creekside Cottage

Cozy Haven in Fairfield w/ Ample Amenities

Delightfully Renovated Colonial Barn by the Beach!

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard&Patio

Stareway to Heaven

New & Modern Studio Apartment in Fairfield
Destinations to explore
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Yale University
- Central Park Zoo
- MetLife Stadium
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Southampton Beach
- Radio City Music Hall
- Rye Beach
- Cooper's Beach, Southampton
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- Gilgo Beach
- Astoria Park




