Best Vacation Homes in Milford
2600 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $849/Night
For 7 Nights US $5,946
2098.96 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Private Beach
- Oceanfront
- Ocean View
US $703/Night
For 7 Nights US $4,921
US $186/Night
For 7 Nights US $1,303
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $276/Night
For 7 Nights US $1,932
1399.31 ft²
8 Guests
3 Bedrooms
2 Bathrooms
House
- Private Beach
- Oceanfront
- Fireplace/Heating
US $338/Night
For 7 Nights US $2,367
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $346/Night
For 7 Nights US $2,420
1100 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $358/Night
For 7 Nights US $2,509
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $255/Night
For 7 Nights US $1,783
Milford Luxury Rentals
4500 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,472/Night
For 7 Nights US $10,304
2600 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,395/Night
For 7 Nights US $9,764
3200 ft²
9 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,343/Night
For 7 Nights US $9,398
2000 ft²
12 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,197/Night
For 7 Nights US $8,380
2002.09 ft²
12 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Private Beach
- Oceanfront
- Skiing
US $1,100/Night
For 7 Nights US $7,700
5000 ft²
10 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $1,093/Night
For 7 Nights US $7,648
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,006/Night
For 7 Nights US $7,044
2300 ft²
5 Guests
2 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $957/Night
For 7 Nights US $6,702
Milford Pet Friendly Vacation Rentals
1700 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $385/Night
For 7 Nights US $2,697
301.39 ft²
5 Guests
3 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $472/Night
For 7 Nights US $3,301
1 Bathroom
Family Friendly
Hotel
- Pet Friendly
- Parking
- Air Conditioner
US $89/Night
For 7 Nights US $623
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $390/Night
For 7 Nights US $2,727
850.35 ft²
6 Guests
3 Bedrooms
1 Bathroom
House
- Private Beach
- Oceanfront
- Fireplace/Heating
US $270/Night
For 7 Nights US $1,890
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $351/Night
For 7 Nights US $2,455
2000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $862/Night
For 7 Nights US $6,036
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $330/Night
For 7 Nights US $2,310
Milford Large Vacation Homes
3500 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $956/Night
For 7 Nights US $6,692
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Child Friendly
- Security/Safety
US $391/Night
For 7 Nights US $2,734
2250 ft²
11 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $706/Night
For 7 Nights US $4,943
8 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $470/Night
For 7 Nights US $3,287
1600 ft²
12 Guests
5 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $949/Night
For 7 Nights US $6,646
10 Guests
4 Bedrooms
2 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $792/Night
For 7 Nights US $5,546
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Condo
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $514/Night
For 7 Nights US $3,598
Why Choose Rent By Owner for your Milford Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 (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
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
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
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
How to Book Your Milford Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Milford
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Milford
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty and coastal charm of this destination, making it an ideal choice for those seeking a memorable stay in the region.
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.
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.
Other Places to Stay in Milford, CT
Great River Golf Club
Port Milford
Milford Green
Milford Campus Bridgeport Hospital
Silver Sands State Park
Silver Sands
Walnut Beach
The Coastal Center at Milford Point
Gulf Beach
Milford Plaza Shopping Center
Woodmont
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.
Frequently Asked Questions About Milford?
1. What are the top vacation rentals in Milford?
There are a lot of options in Milford. If you plan on staying in the Milford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Milford:
- Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
- Milford Beach House - Newer Construction!
- BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
- #2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
- Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
- Beachfront Home- Quiet, On The Water In Milford Connecticut
- Cozy Ocean Front Retreat with Private Beach!
- Beachfront 3-bedroom vacation home just 14 minutes from Yale University
- Ocean Front Beach House with Private Beach Access
- Beachfront house on Long Island Sound
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 204 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
403.65 ft²
6 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $131/Night
For 7 Nights US $917
US $164/Night
For 7 Nights US $1,146
US $131/Night
For 7 Nights US $918
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $121/Night
For 7 Nights US $845
322.92 ft²
12 Bathrooms
Family Friendly
Hotel
- Private Pool
- Pool
- View
US $179/Night
For 7 Nights US $1,251
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $386/Night
For 7 Nights US $2,705
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Kitchen
US $109/Night
For 7 Nights US $760
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Kitchen
US $109/Night
For 7 Nights US $760
