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Milford vacation rentals

We found 506 vacation rentals — enter your dates for availability

Discover a selection of 85 homes, 13 apartments, and other vacation rentals in Milford that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the best amenities for hanging out with the people that matter most, including parking and a TV. No matter what you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Milford

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Discover Milford in picturesque New England

Nestled between the Housatonic River and the Long Island Sound, Milford serves up an idyllic blend of heritage appeal and natural beauty. A historical downtown brimming with independent boutiques, quaint caf_s and cultural spots perfectly complements an array of lush green spaces, unspoiled beaches and seafront strolls, making the town one of southern Connecticut's must-visits. If you plan to stay a while, Milford vacation rentals are a perfect choice. Whether you're looking for a charming hideaway for 2 or a smart family home, you'll find that Connecticut's prettiest town has you covered.

Explore attractions near Milford

Milford vacation rentals place a variety of New England attractions in the backyard. Those traveling with kids will find it's an easy jaunt to meet the animals at Connecticut's Beardsley Zoo in Bridgeport and the Maritime Aquarium at Norwalk. If you fancy a culture fix, a day trip to nearby New Haven offers the chance for visitors to explore the hallowed surroundings of Yale University and encounter the curiosities at the Knights of Columbus Museum. And, if you've left the kids at home, a day spent touring the area's fine wineries is guaranteed to be a day well spent.

Activities abound in Milford

Discover Milford's authentic character with a trip to the town's historic downtown, where boutiques and booksellers sit proudly alongside independent dining spots serving up New England's famous lobster rolls, not to mention cultural hotspots such as Memorial Bridge and Milford Green. Those who prefer to enjoy the town's natural delights will find outdoor adventure is always on the menu. A public launch site behind the library provides easy access to kayaking tours of Milford Harbor and beyond to Long Island Sound, while 17 miles of shoreline provide ample chances for beach lovers to find their perfect spot on the sand.

Seasonal delights in Milford

While New England's array of activities and attractions make a stay in a Milford vacation rental a year-round option, certain seasons do have a distinct appeal. In the summer months of July and August, daytime temperatures in the high 80s, made somewhat cooler by breezes from Long Island Sound, offer the perfect backdrop for enjoying the town's extensive coastline. It is during the fall months of October and November, though, that demand for rentals shoots up, with travelers from all over drawn to the area to experience one of the world's most spectacular foliage displays first hand.

Exploring the natural features in Milford

Whether you're looking for adventure or just want to take in the scenery, Milford is a great spot to appreciate mother nature. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Gulf Beach (1 mi / 1.6 km)
  • Silver Sands State Park (1.6 mi / 2.6 km)
  • Walnut Beach (2.2 mi / 3.5 km)
  • Short Beach (4.8 mi / 7.7 km)
  • Oak Street Beach (6 mi / 9.7 km)
  • Sandy Point Beach (6.8 mi / 11 km)

Traveling to and around Milford

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 9.2 mi (14.8 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into MacArthur Airport (ISP), which is 30 mi (48.3 km) away.

Frequently asked questions

What is the best area to stay in Milford when booking a vacation rental?
One of the most desired areas to get a vacation property in Milford is Woodmont. Find your dream stay with Vrbo and explore this area like a local.
What is the most popular type of vacation rental accommodation in Milford?
Based on our data, apartments are the most desirable vacation property type in Milford. But as you know, everyone’s idea of an awesome trip can differ. Vrbo has vacation homes of all sizes, shapes and budgets, and we’ll help you locate the perfect match.
How much does it cost to rent a vacation rental in Milford?
Several factors affect how much you’ll pay for a vacation rental in Milford, including the type of property, length of stay and season. However, all of our vacation homes have something in common — excellent value. Just enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Milford?
Prices for beach houses in Milford may differ depending on the style and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use our filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Milford?
Pack a travel bag and a bone for the pooch in your life because Milford has 78 vacation rentals that throw open their doors to pets. Let your furriest friend get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check our “Pets allowed” filter box.
Can I rent a house with a pool in Milford?
Add an extra layer of fun to your vacation by staying in one of the five houses with a private pool in Milford. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splish-splashing around in a swimming pool that’s exclusively for you.
What are popular rental amenities in Milford?
An electric car charging station, a swimming pool and a barbecue grill are the most popular rental amenities in Milford. Whether you’re taking to the road as a party of one, with your sweetheart or as a family, Vrbo will help you find a vacation rental that suits your tastes with a load of extras you’ll love.
Are there large group vacation rentals in Milford?
Milford has 10 vacation rentals that can fit 10 or more guests. These stays come with the space you need to share good times with family and friends.
Are there vacation rentals in Milford that welcome kids?
With 77 family-friendly vacation rentals to select from in Milford, now is the perfect time to introduce the kiddos to the excitement of travel. Simply check our “Properties good for families” filter box to browse stays that feature conveniences perfect for families on the move, such as dining rooms, outdoor spaces, bunk beds and hot tubs.
What are the top attractions for families in Milford?
Keep the kids happy at these top family-friendly attractions in Milford:

  • Great River Golf Club
  • Silver Sands State Park
  • Walnut Beach

Are there one-bedroom vacation rentals in Milford?
You can choose from nine one-bedroom rentals in Milford. Whether you’d like an apartment or a condo, Vrbo’s one-bedroom rentals are perfect if you don’t require loads of space. One of the best parts about having your own pad? You’ll never have to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Milford?
Choose from 20 two-bedroom vacation rentals in Milford. Give the kids the second room or fill it with a couple of your best friends. There’s space for whoever’s fortunate enough to be coming along.
Are there vacation rentals with WiFi in Milford?
Milford has 37 vacation rentals with WiFi, so you’ll be able to stay connected during your trip. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with the family to sending emails, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Milford?
You’ll find 74 vacation rentals with air conditioning in Milford giving you that gentle, cool breeze and extra comfort level. Simply enter your dates of travel and then use our filter tool to look for properties with air conditioning.
How old do you have to be to rent a vacation rental in Milford?
The minimum age allowed can vary across properties on Vrbo, so double-check the rules of the vacation home in Milford you’re considering. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Milford for?
How long you can book a vacation rental in Milford varies according to the property. Simply enter your chosen dates to see a list of options offering extended stays. With loads of creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you’re sure to find someplace just right to call your home away from home in Milford.
Does Vrbo offer discounts for vacation homes in Milford?
Short break or a much-needed extended vacation, Vrbo has some exclusive deals and discounted options in Milford that’ll suit your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever it is you’re after, you’ll find the ideal place to stay — without blowing your budget.

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