
Pinewood Lake, CT
10/14 – 10/24
$483/nighttotal: $4830 (10 )
Luxury Coastal Stay Just Steps From The Beach!
1 4apartment , Milford
This newly renovated accommodation is located just steps from the beach in Milford, a mere 1.5 hours from New York City. With excellent user, location, and cleanliness ratings, this family-friendly accommodation offers a comfortable and convenient stay for up to 7 guests.
The accommodation features 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a garden, and a spacious second-floor deck with breathtaking views. Guests can enjoy close proximity to Walnut Beach, the Connecticut Audubon Society, and Silver Sands State Park Boardwalk, as well as convenient access to Milford's amenities.
The accommodation features 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a garden, and a spacious second-floor deck with breathtaking views. Guests can enjoy close proximity to Walnut Beach, the Connecticut Audubon Society, and Silver Sands State Park Boardwalk, as well as convenient access to Milford's amenities.

Pinewood Lake, CT
08/06 – 08/09
$161/nighttotal: $483 (3 )
Sunny In-law Retreat
1 3apartment , Trumbull
This in-law apartment in Trumbull offers a private living space with independent access through the garage, located in a tranquil neighborhood close to local parks and community spaces.
This one-bedroom, one-bathroom unit accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, parking, and access to a sunny backyard with outdoor seating and a grill.
This one-bedroom, one-bathroom unit accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, parking, and access to a sunny backyard with outdoor seating and a grill.

Pinewood Lake, CT
10/14 – 10/24
$499/nighttotal: $4990 (10 )
Walk To Beach - Fire Pit - Pets Welcome!
1 4apartment , Milford
This Milford, Connecticut bungalow is located at the end of a quiet street near Wildemere Beach, a short drive from downtown Milford, and within 10 miles of Fairfield, Yale University, and Tweed-New Haven Airport.
This three-bedroom, one-bathroom house sleeps six, boasts a fully equipped modern kitchen with stainless steel appliances, a spacious living room with an 85-inch TV, and extensive outdoor amenities including a fire pit, Blackstone grill, and beach gear; a Tesla charger is available for an additional fee.
This three-bedroom, one-bathroom house sleeps six, boasts a fully equipped modern kitchen with stainless steel appliances, a spacious living room with an 85-inch TV, and extensive outdoor amenities including a fire pit, Blackstone grill, and beach gear; a Tesla charger is available for an additional fee.

Pinewood Lake, CT
10/12 – 10/19
$163/nighttotal: $1141 (7 )
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
1 1apartment , Bridgeport
This pet-friendly one-bedroom apartment in downtown Bridgeport is a five-minute walk from Bridgeport Train Station and the Baldwin Plaza Shopping Center.
The unit, sleeping two guests, features a kitchen with a fridge and microwave, air conditioning, free Wi-Fi, a Smart TV, on-site parking, and is near attractions like the Barnum Museum and Downtown Cabaret Theatre, plus recreational options including ice skating and swimming.
The unit, sleeping two guests, features a kitchen with a fridge and microwave, air conditioning, free Wi-Fi, a Smart TV, on-site parking, and is near attractions like the Barnum Museum and Downtown Cabaret Theatre, plus recreational options including ice skating and swimming.

Pinewood Lake, CT
06/20 – 07/01
$206/nighttotal: $2266 (11 )
59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv
1 2apartment , Bridgeport
This Bridgeport apartment rental is conveniently located near the University of Bridgeport and the Bridgeport Downtown South Historic District, a short walk from Seaside Park and Beach (15 minutes).
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen with stovetop, microwave, and refrigerator, a washing machine, a fireplace, on-site parking, and a flat-screen TV.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen with stovetop, microwave, and refrigerator, a washing machine, a fireplace, on-site parking, and a flat-screen TV.

Pinewood Lake, CT
10/14 – 10/24
$1030/nighttotal: $10300 (10 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 4apartment , Bridgeport
This Bridgeport colonial home rental, located in the Downtown South Historic District near Perry House, offers easy access to Beardsley Zoo, The Discovery Museum's Adventure Park, and Fairchild Wheeler Golf Course.
This 3,300-square-foot residence boasts six bedrooms, four bathrooms, off-street parking for six cars, and an expansive lawn, comfortably accommodating up to twelve guests with amenities including a microwave, air conditioning, and updated stainless steel appliances.
This 3,300-square-foot residence boasts six bedrooms, four bathrooms, off-street parking for six cars, and an expansive lawn, comfortably accommodating up to twelve guests with amenities including a microwave, air conditioning, and updated stainless steel appliances.

Pinewood Lake, CT
10/12 – 10/19
$123/nighttotal: $861 (7 )
Historic Brownstone Close To Beach & Amphitheater
1 1apartment , Bridgeport
This one-bedroom garden apartment is located in a historic brownstone just a block from the Long Island Sound in Bridgeport, offering easy access to scenic walks, beaches, and waterfront activities. Guests consistently rate this rental excellent for cleanliness, location, and overall experience.
The apartment is ideal for a couple seeking a quiet and comfortable stay. It features a private kitchen, bathroom, and exposed brick throughout, adding a touch of rustic charm. Guests can enjoy modern amenities while appreciating the historical significance of the building, originally constructed by P.T. Barnum in 1886.
The apartment is ideal for a couple seeking a quiet and comfortable stay. It features a private kitchen, bathroom, and exposed brick throughout, adding a touch of rustic charm. Guests can enjoy modern amenities while appreciating the historical significance of the building, originally constructed by P.T. Barnum in 1886.

Pinewood Lake, CT
10/12 – 10/19
$312/nighttotal: $2184 (7 )
Charming Folk Victorian Home
1 1apartment , Stratford
This three-bedroom, two-bathroom Folk Victorian farmhouse in Stratford, Connecticut, offers convenient access to I-95, Route 15, Route 8, and the Metro-North Railroad station, providing easy day trips to Fairfield and New Haven Counties, and New York City.
This spacious home comfortably sleeps six guests and features a fully equipped kitchen with modern appliances (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and excellent guest reviews; enjoy a three-season porch, spacious back deck, pergola, and yard.
This spacious home comfortably sleeps six guests and features a fully equipped kitchen with modern appliances (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and excellent guest reviews; enjoy a three-season porch, spacious back deck, pergola, and yard.

Pinewood Lake, CT
10/14 – 10/24
$335/nighttotal: $3350 (10 )
Coastal Retreat • 5 Min To Beach • 3br
1 4apartment , Milford
This Milford house rental is centrally located, a five-minute drive from Walnut Beach and two miles from Milford Green, the train station, shopping, and dining, with easy walking access to Dockside Brewery.
This three-bedroom, two-bathroom home sleeps six, features a fully equipped kitchen, finished basement, smart TVs in every room, outdoor BBQ grill, and ample parking; enjoy nearby attractions like Walnut Beach and Milford Green.
This three-bedroom, two-bathroom home sleeps six, features a fully equipped kitchen, finished basement, smart TVs in every room, outdoor BBQ grill, and ample parking; enjoy nearby attractions like Walnut Beach and Milford Green.

Pinewood Lake, CT
10/12 – 10/19
$163/nighttotal: $1141 (7 )
Charming 2-bedroom Apartment In Delightful Bridgeport With Wifi
2 1apartment , Bridgeport
This Bridgeport apartment rental is located in the Brooklawn-St. Vincent neighborhood, an 11-minute walk from Svihra Park and a 2-minute drive from Bridgeport's Downtown South historic district.
The two-bedroom, one-bathroom unit offers on-site parking, a fully equipped kitchen, and accommodates up to two guests, providing easy access to both local parks and the city's historical attractions.
The two-bedroom, one-bathroom unit offers on-site parking, a fully equipped kitchen, and accommodates up to two guests, providing easy access to both local parks and the city's historical attractions.

Pinewood Lake, CT
08/06 – 08/09
$391/nighttotal: $1173 (3 )
Cozy Milford Beach House
1 3apartment , Milford
This charming cottage in Milford is located just steps from the Audubon Bird Sanctuary and a short walk to the beach, offering a peaceful escape in a tranquil setting. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 4-bedroom, 2-bathroom home can accommodate up to 7 guests and features a unique loft in the master bedroom. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking, and internet access, perfect for enjoying a relaxing and comfortable stay.
The 4-bedroom, 2-bathroom home can accommodate up to 7 guests and features a unique loft in the master bedroom. Amenities include a fully equipped kitchen, air conditioning, a private garden, parking, and internet access, perfect for enjoying a relaxing and comfortable stay.

Pinewood Lake, CT
06/20 – 07/01
$301/nighttotal: $3311 (11 )
New Spacious 4br 4bath / Pool / River View
4 2apartment , Seymour
This spacious, brand-new first-floor apartment for rent in Seymour offers Housatonic River views and is located 15 minutes from New Haven, providing convenient access to Yale Bowl, Milford Memorial Bridge, Indian Well State Park, and Southford Falls State Park.
This four-bedroom, four-bathroom condo accommodates up to 15 guests and features king-size beds in each bedroom, air conditioning, internet, and parking, with seasonal access to a swimming pool from June through October.
This four-bedroom, four-bathroom condo accommodates up to 15 guests and features king-size beds in each bedroom, air conditioning, internet, and parking, with seasonal access to a swimming pool from June through October.













