This charming apartment is located in a quiet residential neighbourhood in Milford, just a short walk from the sandy beach of Long Island Sound and within easy reach of the town centre. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience. This two-bedroom flat, with a floor area of 65 square metres, comfortably accommodates up to five guests. The apartment features a fully equipped kitchen, a comfortable living space, a washer and dryer, high-speed internet, a shared backyard, and a dedicated parking space.
9.7 13 reviews
Milford, CT
08/08 – 11/08
$428/nighttotal: $1284 (3 )
Beautiful Yacht On The Housatonic River, Milford
1 1
barge , Milford
This 1969 Hatteras boat, situated on the Housatonic River in Milford, Connecticut, offers stunning 360-degree waterfront views and is steps from a local restaurant and bar. Sleeping six guests, the vessel boasts two bedrooms, one bathroom, a fully equipped kitchen, and a spacious deck with outdoor shower, plus picnic tables and umbrellas on the dock; free street parking is available nearby.
9.5 61 reviews
Milford, CT
16/08 – 23/08
$637/nighttotal: $4459 (7 )
Ct Walnut Beach Cottage Sup Heaven
1 5
apartment , Milford
This charming beach house is located in historic Milford, Connecticut, just half a kilometre from the Long Island Sound and a short walk from Walnut Beach, offering easy access to the water and beautiful views. The property has received excellent ratings for location, cleanliness and user experience. The three-bedroom house can accommodate up to seven guests and features a fully equipped kitchen, a sunroom, a garden, and a backyard with a chiminea. Guests can enjoy a range of activities, including kayaking, paddleboarding, cycling, fishing, and exploring the local shops and restaurants.
10 12 reviews
Milford, CT
16/08 – 23/08
$549/nighttotal: $3843 (7 )
Peaceful Beach Cottage Vibes
1 5
apartment , Milford
This Milford beach house, a short walk from Point Beach and 4.8km from Milford's town centre, offers easy access to the harbour, shops, and the train station to New York City. Sleeping five guests, the two-bedroom, two-bathroom property boasts a large kitchen with dishwasher, a private garden ideal for barbecues, and a spacious deck with marsh views; further amenities include air conditioning, Wi-Fi, parking, and a fitness centre.
Milford, CT
01/07 – 31/08
$180/nighttotal: $10980 (61 )
Landing Amazing Studio In South End Stratford
1 1
studio , Stratford
This flat is situated in Stratford, offering convenient access to Silver Sands State Park, located 6.1 kilometres away, and the Connecticut Post Mall Shopping Centre, 11.7 kilometres distant. This pet-friendly apartment accommodates up to three guests, featuring air conditioning, complimentary on-site parking, and free high-speed WiFi, alongside a fully equipped kitchen with a refrigerator for your self-catering needs.
9.8 25 reviews
Milford, CT
16/08 – 23/08
$775/nighttotal: $5425 (7 )
Beachfront Getaway In Milford
3 5
apartment , Milford
This beachfront house in Milford is situated on Pond Point Beach, directly on the Long Island Sound, and within easy walking distance of Bay View Beach. It has received excellent ratings for location, cleanliness and overall experience. The house has three bedrooms and one bathroom, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, central air conditioning, a private garden with outdoor seating, and a shared BBQ area.
10 1 review
Milford, CT
01/07 – 31/08
$1527/nighttotal: $93147 (61 )
Fantastic Beach House The Whales Tale Summer 2026
1 1
apartment , Milford
This four-bedroom apartment is located just 50 metres from a sandy beach in Milford, offering stunning water views. The apartment is situated in a peaceful location, perfect for a relaxing getaway. The apartment has a spacious layout, ideal for families or groups of up to eight guests. It is fully equipped with everything you need for a comfortable stay, including air conditioning, parking, and access to other properties in the area.
9.4 233 reviews
Milford, CT
01/07 – 31/08
$301/nighttotal: $18361 (61 )
Freshly Renovated 2 Br Apartment!
2 1
apartment , Ansonia
This smoke-free flat is conveniently located in Ansonia, just 2.1 kilometres from the Ansonia Mall Shopping Center and 4.2 kilometres from the Housatonic River. The apartment has received excellent ratings for cleanliness, location, and user experience. This two-bedroom property can comfortably accommodate up to four guests. The flat is equipped with a kitchen, air conditioning, parking, internet access, and a range of other amenities.
10 16 reviews
Milford, CT
16/08 – 23/08
$590/nighttotal: $4130 (7 )
Renovated House On Private Cedar Beach
1 5
apartment , Milford
This Milford beachfront cottage, situated on Cedar Beach, offers private beach access and is steps from local attractions. The newly renovated property boasts two large bedrooms, one with a sitting room, sleeping up to six guests, and features a modern kitchen with dishwasher, plus air conditioning and parking.
9.9 140 reviews
Milford, CT
08/08 – 11/08
$633/nighttotal: $1899 (3 )
#1 Milford Beach (Across Street) Charles Isle 2br
2 1
apartment , Milford
This first-floor apartment is situated directly across the street from a sandy beach in Milford, just a short distance from Silver Sands State Park and a drive to Yale University. It boasts excellent ratings for location, cleanliness, and overall user experience. The apartment has two bedrooms and one bathroom, comfortably sleeping up to six guests. It offers a fully equipped kitchen, a private backyard with a deck, and unobstructed views of Charles Island, the beach, and Long Island Sound.
10 8 reviews
Milford, CT
16/08 – 23/08
$644/nighttotal: $4508 (7 )
Renovated Milford Beach Home By Charles Island/silver Sands Pk
2 5
cottage , Milford
This charming cottage is located just a 5-minute walk from Silver Sands State Park and Silver Sands beach in Milford, offering easy access to the beautiful coastline. It has received excellent reviews from previous guests. The property has two bedrooms and can comfortably accommodate up to seven guests. It includes a fully equipped kitchen, a relaxing spa tub, a garden, barbecue facilities, and free Wi-Fi.
10 1 review
Milford, CT
01/07 – 31/08
$172/nighttotal: $10492 (61 )
Apt. Near Bridgeport/yale Hospitals
1 1
apartment , Milford
This Milford apartment, situated on a one-acre plot, offers a spacious 93 square metre, four-bedroom dwelling with a full kitchen, modern bathroom, and private garden. The self-contained flat boasts a 17-foot vaulted ceiling, dishwasher, parking, air conditioning and sleeps one guest, ideal for a solo traveller seeking a quiet retreat in Milford.
Best family friendly Milford, CT vacation rentals
Among the 241 accommodations in Milford, CT, here are the 4 best family friendly rentals
10 5 reviews
Milford, CT
08/08 – 11/08
$1510/nighttotal: $4530 (3 )
On The Water Spacious Comfortable Historic Home
5 1
apartment , West Haven
This charming West Haven home is just 2 kilometres from Seabluff Beach and 8 kilometres from Sandy Point Beach, offering easy access to the area's beautiful coastline. The property is located in a quiet residential neighbourhood, ideal for a peaceful getaway. The spacious apartment has five bedrooms and two bathrooms, comfortably accommodating up to eight guests. The apartment boasts a modern kitchen with a dishwasher, a Jacuzzi, and a washer and dryer, as well as parking and Wi-Fi.
9.8 28 reviews
Milford, CT
01/07 – 31/08
$475/nighttotal: $28975 (61 )
Luxurious 3br Apartment With Premium Amenities
3 1
apartment , New Haven
This New Haven apartment, ideally located in the downtown area, is a short walk (less than 0.8 km) from Yale New Haven Hospital, Yale School of Medicine, and Union Station. The 107 square metre dwelling boasts a spacious three-bedroom layout sleeping up to seven guests, featuring a fully equipped kitchen, in-suite laundry, and luxurious amenities such as a 55-inch smart TV and private parking.
10 1 review
Milford, CT
01/07 – 31/08
$530/nighttotal: $32330 (61 )
The House Haven
4 1
apartment , Stratford
The House Haven is situated in Stratford, Connecticut, just a short distance from the town's beaches and historic district. It has received excellent ratings for cleanliness and location, with guests describing it as a very good place to stay. The property offers four bedrooms and one bathroom, comfortably accommodating up to six guests. It features a range of amenities, including a swimming pool, Jacuzzi, fitness centre, and a spacious garden with a playground, making it ideal for families.
Milford, CT
08/08 – 11/08
$1441/nighttotal: $4323 (3 )
On The Water Spacious Comfortable Historic House
5 1
house , West Haven
This five-bedroom West Haven house, a short 2.7km walk from Woodmont Beach and 2.1km from Sea Bluff Beach, enjoys a historic location. The 254 square metre property offers spacious family accommodation for up to 14 guests, boasting a well-equipped kitchen, three bathrooms, a garden, terrace, parking, Wi-Fi, and a fireplace.
Best Milford, CT vacation rentals with a pool
Among the 241 accommodations in Milford, CT, here are the 4 best rentals with a pool
8.6 7 reviews
Milford, CT
08/08 – 11/08
$332/nighttotal: $996 (3 )
Cozy 3 Bedroom Minutes From Yale And The Beach
3 1
apartment , West Haven
This three-bedroom apartment is located in West Haven, just 4 kilometres from Sandy Point Beach and 3 kilometres from New Haven Green. The apartment features a swimming pool, parking and is suitable for up to nine guests, making it an ideal choice for families or groups visiting West Haven.
10 8 reviews
Milford, CT
01/07 – 31/08
$367/nighttotal: $22387 (61 )
Luxury 2br Apt + Work-from-home Space
2 1
apartment , New Haven
This New Haven apartment, a short walk from Yale New Haven Hospital and Yale School of Medicine, offers easy access to Yale University and Union Station, all within approximately 1.6km. The 74 square metre flat comprises three bedrooms, one bathroom, and accommodates five guests, boasting a fully equipped kitchen, in-suite laundry, and two 55-inch smart TVs.
Milford, CT
08/08 – 11/08
$349/nighttotal: $1047 (3 )
Luxury Furnished Loft Near Yale & New Haven
1 1
apartment , Orange
This modern loft apartment is located in Orange, Connecticut, offering convenient proximity to New Haven and Yale University, with easy highway access for travel. This contemporary loft accommodation comfortably accommodates up to six guests, featuring a dedicated workspace, a full kitchen, air conditioning, and access to community pool and gym facilities, along with free parking.
Milford, CT
01/07 – 31/08
$981/nighttotal: $59841 (61 )
Chic 4 Bedroom House With Pool. Minutes From Beach
3 1
house , Milford
This apartment is located in a charming New England town, just a short walk from the beach, perfect for enjoying the coastal lifestyle. The apartment has three bedrooms, comfortably accommodating up to six guests. It features a modern kitchen, air conditioning, and a swimming pool, hot tub, and fitness centre for your leisure and entertainment.
Frequently Asked Questions about vacation rentals in Milford, CT
What are the top family-friendly attractions in Milford, CT?
The Milford Point Beach is a popular spot for families, with a playground, picnic areas, and a beautiful sandy beach. The Milford Museum and Cultural Center also offers interactive exhibits that are sure to keep kids entertained.
What are the best Airbnb and vacation rentals in Milford, CT?
When is the best time to book a vacation rental in Milford, CT?
The peak season for tourism in Milford is during the summer months, from June to August. If you're looking for a more affordable option, consider booking your rental in the spring or autumn, when the weather is still pleasant but the crowds are smaller.
What events or festivals should visitors check out in and around Milford, CT?
The Milford Oyster Festival is a popular event that takes place in September. It's a great opportunity to sample fresh oysters and enjoy live music. The Milford Arts Council also hosts a variety of events throughout the year, including concerts, plays, and art exhibitions.
What are the best vacation rentals with a pool in Milford, CT?
What are the best budget-friendly activities in Milford, CT?
Take a stroll along the scenic Milford Harborwalk, which offers stunning views of the water and the city. You can also enjoy a picnic at Walnut Beach State Park, a beautiful stretch of sand with free access.
What are the best rentals for families and kids in Milford, CT?
What are the best restaurants with local dishes in Milford, CT?
For fresh seafood, head to The Lobster Shack, a local favourite known for its delicious lobster rolls. If you're in the mood for Italian, try La Piazza, which serves up authentic dishes in a charming setting.
What are the best rentals or Airbnbs with a jacuzzi in Milford, CT?
What are the best walking or cycling routes in Milford, CT?
The Milford Harborwalk is a great option for a leisurely walk or bike ride, offering stunning views of the water and the city. The scenic bike path along the Connecticut River is another popular choice, offering a longer ride through beautiful countryside.
Are there pet-friendly attractions in Milford, CT?
Walnut Beach State Park welcomes furry friends, offering a designated dog-friendly area. Many local restaurants also have outdoor seating that is pet-friendly.
What are the benefits of choosing a vacation rental in Milford, CT?
Vacation rentals offer more space and privacy compared to hotels. They also often come with amenities like kitchens and laundry facilities, which can be convenient for families or longer stays.
What are the top sports attractions and facilities in Milford, CT?
Milford has a number of sports facilities, including the Milford Recreation Center, which offers a variety of programs and activities, and the Milford High School athletic fields, which are used for a variety of sports, including football, baseball, and soccer.
Destinations nearby
Best Milford, CT vacation rentals with a balcony
Milford, CT
01/07 – 31/08
$339/nighttotal: $20679 (61 )
Landing | Incredible 1bd, Game Room, Yoga Studio
1 1
studio , New Haven
This studio apartment is situated in Newhallville, New Haven, offering convenient access to Acme Mall and Westfield Connecticut Post Mall, as well as proximity to West Rock Ridge State Park and Quinnipiac River State Park, with Payne Whitney Gymnasium and Yale Bowl within easy reach. This fully-furnished 64 square meter studio accommodates two guests and features air conditioning, WiFi, a private terrace or balcony, and in-unit laundry, with access to a rooftop deck and golf simulator for leisure.
Milford, CT
08/08 – 11/08
$320/nighttotal: $960 (3 )
2-bedroom Modern Apartment For Relaxing Stays
2 1
apartment , Bridgeport
This two-bedroom flat is situated in Bridgeport's West End - West Side, offering convenient access to Silver Sands State Park and The Coastal Centre at Milford Point, with Beardsley Zoo and the Regina A. Quick Centre for the Arts also within proximity. This accommodation for four guests boasts air conditioning, a balcony, and parking, with nearby attractions including the Hartford HealthCare Amphitheatre and Total Mortgage Arena, making it ideal for exploring local events and natural beauty.
9.4 988 reviews
Milford, CT
08/08 – 11/08
$265/nighttotal: $795 (3 )
Full Loft Apartment Near Omni Hotel
1 1
apartment , New Haven
This New Haven apartment is conveniently located a short walk from City Hall and a 15-minute stroll from Yale University, making it ideal for exploring both the city centre and the university campus. The property consistently receives excellent ratings for its location, cleanliness and overall experience, ensuring a comfortable stay. The spacious flat offers 93 square metres of living space, comfortably accommodating up to four guests. The apartment is equipped with a modern kitchen, a private balcony, free Wi-Fi and air conditioning, ensuring a relaxing and enjoyable stay.
Milford, CT
08/08 – 11/08
$1705/nighttotal: $5115 (3 )
Beechmont - Perfect For Family Retreat!
1 1
house , Bridgeport
This detached property is located in the North End district of Bridgeport, a short walk from Svihra Park and St. Vincent's Medical Center, and within 3 kilometres of Glenwood Park and Beardsley Zoo. This holiday home offers a private kitchen with a fridge, freezer, microwave oven, and dishwasher, along with air conditioning, a terrace, garden, and parking, with free WiFi available in public areas.
Best Milford, CT vacation rentals with parking
Milford, CT
16/08 – 23/08
$562/nighttotal: $3934 (7 )
Family Home Near Roosevelt Forest & Historic Sites
4 5
house , Stratford
This family dwelling in Milford, Stratford, is situated 19 kilometres from The Yale Bowl and 21 kilometres from Yale University, offering convenient access to the forest and historic sites. This spacious 147 square metre property accommodates up to 15 guests with 4 bedrooms, featuring air conditioning, free WiFi, a fully equipped kitchen with a dishwasher and oven, and an outdoor dining area, located 10 kilometres from Connecticut Post Mall Shopping Centre and 9.5 kilometres from Silver Sands State Park.
10 12 reviews
Milford, CT
08/08 – 11/08
$1603/nighttotal: $4809 (3 )
Private Beachfront Property
2 1
apartment , Milford
This waterfront apartment in Milford is just minutes from the town centre and 8 minutes from the Boston Post Mall, offering easy access to shops, restaurants, and entertainment. The property enjoys an excellent user rating and is perfect for families or groups of friends. The 214 square metre apartment comfortably accommodates up to 5 guests and features two bedrooms and three bathrooms. This spacious property offers a range of amenities including a private deck with a barbecue, a fully equipped kitchen, a media room with a wet bar, and air conditioning, providing everything you need for a relaxing and enjoyable stay.
Milford, CT
01/07 – 31/08
$443/nighttotal: $27023 (61 )
91 M² House ∙ 2 Bedrooms ∙ 4 Guests
2 1
house , Stratford
Book this vacation rental for up to 4 people. You will stay in Stratford. Facilities and services: air conditioning, a washing machine and a kitchen. Take advantage of the Free Parking with this accommodation in Stratford!
Milford, CT
08/08 – 11/08
$250/nighttotal: $750 (3 )
Cozy & Charming 1br 15 Minutes From New Haven
1 1
apartment , Seymour
This one-bedroom flat is located in a peaceful Seymour neighbourhood, 24 kilometres from New Haven and a short walk from the Housatonic River, offering easy access to southern Connecticut's attractions. This apartment accommodates up to four guests and features air conditioning, a kitchen with a microwave oven and dishwasher, and parking, with nearby attractions including Indian Well State Park and Southford Falls State Park.
