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Milford holiday lettings

We found 514 holiday rentals — enter your dates for availability

Discover a selection of 85 homes, 13 apartments and other holiday rentals in Milford that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Milford

Showing deals for:12 Dec - 19 Dec

Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

Ivy Covered Tudor on the Old Post Road in Fairfield.
9.8 out of 10 rating
Exceptional
(19 reviews)

Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

Fairfield, CT

8% off
Price is £9,128
for 7 nights, 1 home
£1,304 per night
includes taxes & fees
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!

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Find out more about Milford

Find out more about Milford

Why visit Milford

  • Beautiful Beaches: Enjoy a relaxing day at the stunning Milford Beach, perfect for sunbathing and swimming.
  • Charming Downtown: Explore the inviting downtown area filled with friendly locals, delightful cafes, and unique shops.
  • Outdoor Activities: Engage in various outdoor pursuits, from parks to beaches, catering to families and solo travellers alike.
  • Cultural Enrichment: Discover nearby historic colleges and vibrant cultural spots that enrich your visit.
  • Diverse Accommodations: Choose from a range of lodging options, including private homes, cosy cottages, and convenient apartments.

Popular types of accommodation in Milford

If you're pondering the ideal accommodation for your getaway in Milford, look no further. Our most sought-after options include Houses, charming Cottages, and convenient Apartments. Whether you're in search of monthly rentals, a cosy cabin with a fireplace, or a friendly rental for your family, Milford has something to suit every traveller's needs. Discover the perfect home away from home in this delightful destination.

  • Houses: The most sought-after option in Milford, these homes provide a spacious and comfortable stay, perfect for families or groups.
  • Apartments: A popular choice for solo travellers or couples, offering the convenience of self-catering in a central location.
  • Cottages: Charming and quaint, these properties offer a cosy retreat, ideal for those looking for a peaceful getaway.
  • Condos: Often featuring modern amenities, condos are a great choice for visitors seeking a home-like experience.
  • Villas: Luxurious and spacious, villas provide an upscale option for those looking to indulge during their stay.**

Top attractions in and around Milford

Milford, Connecticut, offers a delightful blend of outdoor activities, family-friendly experiences, and urban charm, making it an ideal destination for tourists. Visitors can enjoy its beautiful beaches, explore historic colleges and universities, and relax in urban parks. The area caters to those seeking cultural enrichment and recreational fun, ensuring a memorable holiday for families, groups, or solo travellers alike.

  • Yale University: A prestigious historic university located 5.6km from Milford, Yale boasts stunning architecture and rich cultural vibes, making it an inspiring place to explore art galleries, libraries, and the beautiful campus.
  • Silver Sands State Park: Nestled in Milford, this national park offers adventurous outdoor activities, scenic views, and tranquil beaches, perfect for hiking, picnicking, or simply enjoying nature's beauty.
  • Walnut Beach: Situated within Milford, this charming beach features soft sands and refreshing waters, ideal for relaxation, sunbathing, or beach games with family and friends.

Things to do recommended for couples

Looking for a romantic getaway in Milford? Enjoy a delightful evening at Woolsey Hall for a captivating concert, or embark on an adventurous water sports experience with Waterski Connecticut. Don’t forget to savour a meal at the iconic Louis' Lunch, perfect for couples seeking local charm.

Things to do recommended for families

Families will have a fantastic time at the Hartford HealthCare Amphitheater, just 5.0km from Milford, enjoying live sports. For some relaxation, Seaside Park and the SportsCenter of Connecticut, both within 8 and 2.5km respectively, offer wellness activities and outdoor fun for all ages.

Things to do recommended for groups

Experience the vibrant atmosphere at Westfield Connecticut Post Mall for shopping and entertainment, enjoy a round of golf at Great River Golf Club, or catch a show at the Shubert Theater, where culture and romance come alive.

What do I need to keep in mind when booking a vacation in 'Milford

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Milford with a group: Take into account how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Milford with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Milford: For many families, a holiday wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Milford: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Milford

Milford, Connecticut, offers a delightful blend of outdoor activities and family-friendly adventures. Explore the charming downtown Milford, where friendly locals and inviting cafes await. Don't miss the stunning Milford Beach for a relaxing day by the sea. With its terrific neighbourhoods, Milford provides a welcoming atmosphere perfect for romantic getaways or family excursions. Venture into nearby cities to experience even more of the region's vibrant culture and scenic beauty.

  • New Haven: Located 5.6km from Milford, New Haven is a vibrant city known for its rich cultural heritage and educational prominence. Home to the prestigious Yale University, visitors can explore the historic campus and its stunning architecture. The city offers a variety of shopping experiences and music concerts, making it an ideal destination for families and cultural enthusiasts alike. Notable attractions include the Yale Peabody Museum of Natural History and local beaches, perfect for a day of relaxation.
  • Bridgeport: Just 5.0km from Milford, Bridgeport is a family-friendly city that provides a delightful mix of outdoor activities and urban experiences. With its beautiful beaches and recreational areas, it’s an excellent spot for families looking to enjoy the outdoors. Tourists can also indulge in shopping and educational experiences. Key highlights include the Bridgeport Bluefish Stadium and the scenic Seaside Park, where you can unwind and enjoy the coastal views.
  • Shelton: Situated 4.3km from Milford, Shelton is a charming city that blends outdoor adventure with urban amenities. It offers a variety of family-oriented activities and hosts vibrant music concerts throughout the year. Visitors can explore both modern and historic college campuses, as well as event venues that cater to various interests. Shelton’s parks provide ample opportunities for outdoor recreation, making it a great choice for those seeking a mix of city life and nature.

Best time to go to Milford

If you're planning a trip to Milford, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.5°F (-0.3°C)Light RainMostly SunnyAverageSlightly Low
February32.5°F (0.3°C)Light RainMostly SunnyAverageSlightly Low
March38.7°F (3.7°C)Light RainMostly SunnyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnySlightly HighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
July74.7°F (23.7°C)Light RainMostly SunnySlightly HighSlightly High
August73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October57.0°F (13.9°C)Light RainMostly SunnySlightly LowAverage
November45.7°F (7.6°C)Light RainMostly SunnySlightly LowAverage
December37.8°F (3.2°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient space for you to plan new holidays, manage your ongoing arrangements, or review and organise your bookings. Your saved or booked properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The beachside setting of Milford is ready to explore

The beaches and other outdoor surroundings create an inviting atmosphere in Milford. Travellers to this walkable city praise the shopping, restaurants and ice skating. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Milford

Are you hoping to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Milford a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (6.5 mi / 10.5 km)
  • Great River Golf Club (3.8 mi / 6.1 km)
  • Yale Golf Course (7.6 mi / 12.2 km)
  • Fairchild Wheeler Golf Course (9.8 mi / 15.7 km)
  • Country Club of Fairfield (13.1 mi / 21 km)
  • Laurel View Country Club (13.6 mi / 21.8 km)

Exploring the natural features in Milford

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Milford. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Milford Green (0.4 mi / 0.6 km)
  • Gulf Beach (1 mi / 1.6 km)
  • Bayview Beach (1.7 mi / 2.7 km)
  • Silver Sands (1.8 mi / 2.8 km)
  • Walnut Beach (2.2 mi / 3.5 km)
  • Short Beach (4.8 mi / 7.7 km)

Seasonal weather averages in Milford

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 22°C.

Travelling to and around Milford

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 5.7 mi (9.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 9.2 mi (14.8 km) away.

Frequently asked questions

What is the best area to stay in Milford when booking a holiday rental?
When considering a holiday rental in Milford, Connecticut, a popular area to stay is the charming Downtown Milford. This vibrant neighbourhood boasts a delightful mix of historic architecture, boutique shops, and an array of dining options, making it great for those who enjoy a lively atmosphere. A great attraction nearby is the picturesque Milford Green, often hosting community events and offering a lovely space for leisurely strolls or picnics. Additionally, you can explore the scenic beaches along the Long Island Sound, where you can relax and enjoy stunning views.

Another excellent option is the Walnut Beach area, which provides a more laid-back vibe with its sandy shores and welcoming community. This neighbourhood is home to Walnut Beach Park, a lovely spot for families and beachgoers alike. The proximity to the water allows for various recreational activities, such as kayaking and fishing, making it an ideal choice for those who appreciate outdoor adventures.
How much does it cost to rent a holiday home in Milford?
Prices for holiday rentals in Milford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Milford to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Milford holiday house rentals?
You can find great discounts on house rentals in Milford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Milford?
For renting a beach house in Milford, Connecticut, the most desirable areas include the charming neighbourhoods of Walnut Beach and Silver Sands State Park. Walnut Beach offers a delightful coastal atmosphere, with properties that often feature direct beach access, spacious decks for outdoor dining, and amenities like barbecue grills and private gardens. Many of the beach houses here are designed for families or groups, featuring multiple bedrooms and fully equipped kitchens, making it easy to enjoy meals together after a day on the sand.

Silver Sands State Park is another excellent option, where you can find rentals that provide stunning views of Long Island Sound. These properties often come with modern amenities such as air conditioning, Wi-Fi, and laundry facilities. The park itself is superb for beachgoers and nature lovers, offering scenic walking paths and picnic areas. Additionally, the nearby town centre of Milford offers local shops and restaurants, enhancing the overall experience for travellers seeking a beachside retreat.
What is the most popular type of holiday rental accomodation in Milford?
In Milford, holiday houses are the most popular type of rental accommodation, with approximately 77 available throughout the area. These houses provide spacious living environments, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families and groups. Additionally, there are several cottages and apartments scattered across the city, offering a more compact option for those seeking a cosy stay.
Are there any family house rentals in Milford?
In Milford, Connecticut, there are a variety of family-friendly house rentals available, with around 67 options to choose from. The charming neighbourhoods of Woodmont and Downtown Milford offer convenient access to local attractions, parks, and the beautiful shoreline.

Properties in this area typically feature spacious living rooms, fully equipped kitchens for preparing meals together, and outdoor spaces suitable for family activities. Many rentals also provide amenities such as Wi-Fi and laundry facilities, enhancing the comfort of your stay.
Can I rent a holiday home with a pool or hot tub in Milford?
In Milford, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs. This charming coastal town offers a variety of rental options near the picturesque shoreline, providing a great blend of relaxation and leisure activities. Many properties come equipped with private pools, outdoor patios, and hot tubs, ideal for unwinding after a day of exploring the local beaches or enjoying nearby parks.
Can I find long-stay holiday rentals in Milford?
A long-stay holiday rental in Milford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Milford?
In Milford, Connecticut, there are numerous pet-friendly house rentals available for travellers seeking an accommodating stay. The area features charming properties that often come equipped with amenities such as spacious living rooms, fully stocked kitchens, and outdoor spaces where pets can roam freely. Many of these rentals are conveniently located near local parks and beaches, providing ample opportunities for walks and outdoor activities with your furry companions.
Are there any remote work holiday rentals in Milford?
In Milford, Connecticut, there is a robust selection of holiday rentals suitable for remote work, with around 90 options available. Many of these properties are designed with the remote worker in mind, offering amenities such as high-speed Wi-Fi, dedicated workspaces with desks and office chairs, and sometimes even computer monitors for added convenience.

Travellers can find rentals in various neighbourhoods, providing a mix of coastal charm and suburban comfort. For those who appreciate outdoor leisure, properties near the Milford Green offer proximity to parks and scenic waterfront areas, ideal for taking breaks or enjoying some fresh air. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Milford holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Milford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Milford?
In Milford, popular rental amenities include fully equipped kitchens, which are a staple in many holiday rentals. Travellers can expect cookware, dishware, and utensils to be provided, allowing for convenient meal preparation. Additionally, microwaves and stovetops are commonly found in these properties, making it easy for guests to enjoy home-cooked meals during their stay.
When is the best time to visit Milford for a holiday rental?
The best time to book a holiday rental in Milford is during the summer months, particularly from June to August, when the town comes alive with vibrant activities and attractions. This peak season offers a delightful blend of beach outings, waterfront dining, and local events, making it an ideal choice for families and those seeking a lively atmosphere.

July stands out as the most popular month, as visitors flock to enjoy the warm temperatures, usually hovering around the mid-20s Celsius. The beaches along Long Island Sound are superb for sunbathing, swimming, and picnicking, while outdoor enthusiasts can take advantage of scenic parks for hiking and biking.

For those looking for a more budget-friendly experience, consider visiting in December. While this is a quieter time, Milford's charm shines with festive lights and holiday events, providing a unique and peaceful getaway. You can embrace the local culture by visiting quaint shops and enjoying seasonal festivities without the crowds.
How early should I book a Milford holiday rental?
Book your Milford holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Milford?
In Milford, Connecticut, visitors can enjoy a variety of attractions that highlight the town's coastal charm and history. The picturesque Milford Green, located in the heart of the town, is surrounded by historic buildings and offers a lovely spot for picnics and community events. Nearby, the beautiful Walnut Beach provides sandy shores and scenic views of Long Island Sound, making it a great destination for a relaxing day by the water.
Can I change or cancel my Milford home rental booking on Vrbo?
To find Milford holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Milford holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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