Discover Your Perfect Milford Vacation Homes

Best Vacation Homes in Milford

House
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2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $414/Night 7 Nights - US $2,898
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Apartment
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like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests 2098.96 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $703/Night 7 Nights - US $4,921
House
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3 Bedrooms 2 Baths 10 Guests
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
More amenities
US $391/Night 7 Nights - US $2,734
New
Cottage
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2 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
US $355/Night 7 Nights - US $2,482
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House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 3 Baths 6 Guests 1453.13 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $389/Night 7 Nights - US $2,721
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $194/Night 7 Nights - US $1,358
Cottage
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like-icon10.0
Exceptional
(26 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $308/Night 7 Nights - US $2,154
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
2 Bedrooms 2 Baths 5 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $554/Night 7 Nights - US $3,881

Milford Luxury Rentals

House
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like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 4 Baths 10 Guests 4500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,518/Night 7 Nights - US $10,626
House
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like-icon10.0
Exceptional
(39 Reviews)
4 Bedrooms 3 Baths 12 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,395/Night 7 Nights - US $9,764
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
5 Bedrooms 2 Baths 12 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $1,351/Night 7 Nights - US $9,459
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
6 Bedrooms 4 Baths 10 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,227/Night 7 Nights - US $8,587
House
Map-icon
like-icon10.0
Exceptional
(144 Reviews)
6 Bedrooms 3 Baths 12 Guests 3500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $1,146/Night 7 Nights - US $8,025
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House
Map-icon
5 Bedrooms 2 Baths 12 Guests 2002.09 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $1,100/Night 7 Nights - US $7,700
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
5 Bedrooms 1 Bath 12 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $978/Night 7 Nights - US $6,843
House
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like-icon8.0
Excellent
(2 Reviews)
4 Bedrooms 2 Baths 11 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $955/Night 7 Nights - US $6,684

Milford Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 6 Guests 1700 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $473/Night 7 Nights - US $3,308
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House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 5 Guests 301.39 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $472/Night 7 Nights - US $3,301
Apartment
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1 Bedroom 2 Baths 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $120/Night 7 Nights - US $837
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $422/Night 7 Nights - US $2,952
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House
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like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 1 Bath 6 Guests 850.35 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $270/Night 7 Nights - US $1,890
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $388/Night 7 Nights - US $2,717
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 2000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $826/Night 7 Nights - US $5,780
House
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $418/Night 7 Nights - US $2,923

Milford Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
5 Bedrooms 3 Baths 11 Guests 2450 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $762/Night 7 Nights - US $5,333
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House
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5 Bedrooms 2 Baths 10 Guests 1700.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $341/Night 7 Nights - US $2,384
House
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $932/Night 7 Nights - US $6,525
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $828/Night 7 Nights - US $5,796
House
Map-icon
like-icon7.4
Very Good
(3 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $699/Night 7 Nights - US $4,896
House
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $901/Night 7 Nights - US $6,305
House
Map-icon
5 Bedrooms 2 Baths 10 Guests 1700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $372/Night 7 Nights - US $2,604
House
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $691/Night 7 Nights - US $4,840

Discover & compare premier experiences around New Haven

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Milford Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Milford

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers different charms throughout the year, making it ideal to plan your stay according to your preferred season and activities.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area experiences warm and pleasant weather, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and comfortable temperatures, perfect for enjoying the natural beauty of the region and participating in seasonal events.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The winter season offers a quieter atmosphere with cooler temperatures, ideal for those seeking serenity and cozy accommodations in the region.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Springtime sees milder weather and blossoming landscapes, providing a peaceful setting before the busy summer months begin.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Milford

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck perfect for relaxing after a day of exploring the region.
  • Take advantage of a spacious backyard ideal for outdoor dining and family activities.
  • Make the most of on-site grills to prepare delicious meals with fresh local ingredients.
  • Benefit from access to scenic walking trails or nearby parks for outdoor recreation.
  • Relax in a well-maintained garden area that enhances your outdoor experience in the area.
  • Utilize outdoor furniture to comfortably unwind while enjoying the natural surroundings.
  • Some properties offer a private pool or hot tub for year-round outdoor enjoyment amidst the local landscape.
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Family Activities

  • Milford Green Park: Enjoy a family picnic or leisurely stroll in this scenic outdoor space right in the heart of the area.
  • Silver Sands State Park: Explore sandy beaches, boardwalks, and nature trails perfect for family outings near the shoreline.
  • Pequonnock River Trail: Embark on an easy hike along this beautiful trail that offers scenic views and opportunities for wildlife spotting.
  • Westfield Connecticut Post Mall: Experience a fun shopping trip with family-friendly dining options and entertainment here in the region.
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Adult Activities

  • Explore the Milford Oyster Festival: Enjoy this popular regional event that celebrates local seafood, music, and arts, offering a lively experience just moments from your vacation rental.
  • Visit Silver Sands State Park: Relax on scenic beaches, take nature walks along the boardwalk, or enjoy birdwatching in this surrounding area’s picturesque coastal setting.
  • Discover the Milford Historical Society Museum: Delve into the area's rich history through engaging exhibits and preserved landmarks that tell the story of this charming destination.
  • Take a boat tour from nearby marinas: Experience the region's waters firsthand with guided boat excursions, ideal for sightseeing, fishing, or simply enjoying the maritime scenery.

Milford Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor attractions: Take advantage of the region’s scenic parks and coastline to enjoy activities like walking, biking, or picnicking during your stay.
  • Visit nearby eateries: Savor the area's diverse cuisine by exploring recommended restaurants and cafes close to your vacation rental for authentic regional flavors.
  • Plan leisure activities in advance: Look into available recreational options such as boating or fishing to make the most of your time in this coastal destination.
  • Stay connected with local events: Check out community calendars for festivals or markets happening during your visit to experience the area's vibrant culture.

Transportation Options

  • Milford Transit District: Offers reliable bus services that connect you to key spots within the area and surrounding regions, ensuring convenient travel during your stay.
  • Metro-North Railroad: Provides commuter rail options with nearby stations for easy day trips to New York City and other parts of Connecticut.
  • Rental Cars: Numerous car rental agencies are available locally, giving you flexible transportation to explore Milford and the wider region at your own pace.
  • Shuttle Services: Local shuttle providers operate scheduled routes around Milford, facilitating effortless transfers between popular destinations and your vacation rental.

Local Customs Options

  • Maritime Heritage:** You might notice the region’s deep connection to its maritime history, reflected in local customs related to boating and coastal traditions.
  • Seasonal Festivals:** Participating in community festivals during the summer and fall months offers a glimpse into the area’s celebratory spirit and local culture.
  • Local Seafood Cuisine:** Enjoying fresh seafood dishes is a key custom here, emphasizing the region's proximity to the coast and its fishing heritage.
  • Historic Preservation:** You’ll find that respecting and maintaining historic sites is an important part of local customs, showcasing the area's rich past.

Milford Vacation Rental Frequently Asked Questions

2. Which vacation homes in Milford are best for families?

If you are looking for a family-friendly vacation home in Milford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Milford:

3. How many Rentbyowner vacation rentals are available in Milford?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 199 in the Milford area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Milford. 

4. What is the cancellation policy for vacation rentals in Milford, Connecticut?

Cancellation policies vary depending on the specific property you choose. You should review the listing details or contact the owner directly to understand the refund terms and any applicable fees.

5. Are there any additional fees I should be aware of when booking a vacation rental in the area?

Additional fees such as cleaning charges, service fees, or taxes are often included in the listing’s total price. Confirm these details by reading the property description or reaching out to the host before completing your reservation.

6. How do I find the best vacation rental deals in this region?

To secure the best deals, compare listings based on price, amenities, and guest reviews. Flexible travel dates and early bookings can also help you access special rates in this destination.

7. What amenities are typically available at vacation rentals here?

Amenities vary but often include essentials like Wi-Fi, parking, kitchens, and outdoor spaces. Review each listing carefully to ensure it meets your needs before booking.

8. Is there a minimum stay requirement for vacation rentals in the area?

Many properties have minimum stay requirements, especially during peak seasons. Check the specific listing details or contact the owner to confirm the minimum nights required for your preferred dates.

Milford Top Rated Vacation Rentals

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Hotel
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like-icon8.5
Fabulous
(389 Reviews)
6 Baths 403.65 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $131/Night 7 Nights - US $917
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Hotel
Map-icon
like-icon8.4
Excellent
(53 Reviews)
2 Baths 513.59 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $164/Night 7 Nights - US $1,146
Hotel
Map-icon
like-icon7.8
Very Good
(252 Reviews)
12 Baths 322.92 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $179/Night 7 Nights - US $1,251
Hotel
Map-icon
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $107/Night 7 Nights - US $751
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $107/Night 7 Nights - US $751
Hotel
Map-icon
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $107/Night 7 Nights - US $751
Hotel
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1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $107/Night 7 Nights - US $751
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Hotel
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like-icon9.0
Exceptional
(480 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $194/Night 7 Nights - US $1,360