Discover Your Perfect Milford Vacation Homes

Best Vacation Homes in Milford

10.0
Exceptional
(22 Reviews)
1700 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $255/Night For 7 Nights US $1,785
10.0
Exceptional
(1 Review)
2002.09 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Private Beach
  • Spa
  • Ocean View
US $136/Night For 7 Nights US $952
9.0
Exceptional
(570 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
US $99/Night For 7 Nights US $692
10.0
Exceptional
(17 Reviews)
2000 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $272/Night For 7 Nights US $1,901
10.0
Exceptional
(1 Review)
1097.92 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • Spa
  • Fireplace/Heating
  • View
US $122/Night For 7 Nights US $854
10.0
Exceptional
(14 Reviews)
2100 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $311/Night For 7 Nights US $2,179
10.0
Exceptional
(8 Reviews)
2600 ft² 7 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $249/Night For 7 Nights US $1,741
10.0
Exceptional
(5 Reviews)
1000 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $233/Night For 7 Nights US $1,633

Milford Luxury Rentals

New
1500 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $592/Night For 7 Nights US $4,144
10.0
Exceptional
(4 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $525/Night For 7 Nights US $3,673
New
1496.18 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $440/Night For 7 Nights US $3,082
New
1200 ft² 4 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $435/Night For 7 Nights US $3,046
10.0
Exceptional
(2 Reviews)
950 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
US $424/Night For 7 Nights US $2,971
9.8
Exceptional
(18 Reviews)
1600 ft² 7 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $395/Night For 7 Nights US $2,762
New
5 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
US $345/Night For 7 Nights US $2,413
1.0
Average
(1 Review)
2604.87 ft² 7 Guests 2 Bedrooms 1 Bathroom
House
  • Fireplace/Heating
  • Parking
  • Internet
US $312/Night For 7 Nights US $2,184

Milford Pet Friendly Vacation Rentals

10.0
Exceptional
(2 Reviews)
6 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $274/Night For 7 Nights US $1,919
New
1001.04 ft² 6 Guests 2 Bedrooms 1 Bathroom
Free Cancellation Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $252/Night For 7 Nights US $1,766
9.8
Exceptional
(34 Reviews)
1100 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $221/Night For 7 Nights US $1,547
8.6
Fabulous
(115 Reviews)
1 Bathroom
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
US $96/Night For 7 Nights US $671
8.0
Excellent
(4 Reviews)
11 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $247/Night For 7 Nights US $1,731
New
6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $223/Night For 7 Nights US $1,564
10.0
Exceptional
(46 Reviews)
1376 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $224/Night For 7 Nights US $1,570
10.0
Exceptional
(3 Reviews)
300 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $70/Night For 7 Nights US $489

Milford Large Vacation Homes

10.0
Exceptional
(1 Review)
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
US $325/Night For 7 Nights US $2,277
New
20 Guests 43 Bedrooms 5 Bathrooms
Family Friendly Cabin
  • Private Pool
  • Fireplace/Heating
  • Pool
US $101/Night For 7 Nights US $704
9.8
Exceptional
(18 Reviews)
3500 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $287/Night For 7 Nights US $2,009
New
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $694/Night For 7 Nights US $4,855

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 ensures you experience the destination at its best, whether you're seeking vibrant local events or a peaceful retreat in the region’s natural surroundings.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather and longer daylight hours, making it perfect for outdoor activities and enjoying the scenic beauty of the area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and mild temperatures, creating a picturesque setting that attracts visitors seeking tranquility and breathtaking scenery in this region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter surroundings, ideal for those looking to escape the crowds and enjoy the peaceful landscape of this destination.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

In early spring, the area begins to awaken with new growth and milder weather, offering a quiet and refreshing atmosphere for a relaxing getaway.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°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 outdoor dining with a patio or picnic area available at the property.
  • Take advantage of private or shared access to scenic waterfronts for fishing, swimming, or relaxing by the lake.
  • Benefit from ample outdoor space including gardens or landscaped yards to explore or unwind in.
  • Utilize outdoor grilling facilities to prepare meals while soaking up the natural surroundings.
  • Relax on furnished decks or verandas that offer beautiful views of the region's countryside or water bodies.
  • If nearby parks or nature reserves are accessible, you can engage in hiking or walking adventures right from your rental.
  • Make use of outdoor recreational amenities such as fire pits or play areas for family-friendly fun under the open sky.
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Family Activities

  • Milford Lake Activities: Spend quality time kayaking, fishing, or paddleboarding on the picturesque Milford Lake, ideal for outdoor family fun in this scenic region.
  • Milford Historical Museum: Explore local history and engage your family with interactive exhibits that showcase the area's rich heritage and cultural stories.
  • Family-Friendly Trails: Enjoy leisurely hikes along well-maintained trails suitable for children and adults alike, offering beautiful views and an opportunity to connect with nature.
  • Local Parks and Playgrounds: Relax at nearby parks equipped with playgrounds and picnic areas, perfect for a day of casual outdoor recreation with the whole family.
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Adult Activities

  • Milford Lake Recreation Area: Enjoy a day of scenic boating, fishing, or relaxing by the water at this popular outdoor destination in the region.
  • Milford Hills Golf Club: Tee off amidst lush landscapes and challenging fairways, making it an ideal activity for golf enthusiasts visiting here.
  • Local Wineries and Breweries: Explore the area's vibrant wine and craft beer scene to indulge in tasting tours and discover unique flavors.
  • Nature Trails and Birdwatching: Take advantage of the picturesque trails to observe local wildlife and enjoy peaceful hikes through the surrounding natural beauty.

Milford Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's scenic parks and waterways to enjoy kayaking, fishing, or hiking during your stay.
  • Visit nearby attractions: Plan day trips to explore well-known sites in the area that offer enriching experiences and memorable moments.
  • Book early for peak seasons: Secure your preferred vacation rentals ahead of time to ensure availability during popular travel times.
  • Engage with the local community: Immerse yourself in regional culture by attending community events or visiting local markets and eateries.

Transportation Options

  • Milford Transit: This regional bus service offers convenient transportation options within the area, making it easy for you to navigate Milford without a car.
  • Private Car Rentals: Renting a car provides flexibility and comfort, allowing you to explore this destination and its surrounding attractions at your own pace.
  • Taxi Services: Local taxi providers are available for quick, reliable rides around town, perfect for short trips or when arriving from nearby airports.
  • Bike Rentals: For eco-friendly travel and scenic exploration, bike rentals offer an active way to experience the region’s natural beauty firsthand.

Local Customs Options

  • Community Events and Festivals: Join local celebrations, which are vibrant expressions of the area's rich cultural heritage in Milford.
  • Respect for Nature and Outdoors: Embrace the region’s outdoor traditions by practicing environmentally conscious recreation during your stay.
  • Local Dining Etiquette: Savor regional specialties with an understanding of informal dining customs that reflect the area's relaxed hospitality.
  • Greetings and Social Interactions: Engage with residents through friendly gestures and customary greetings that showcase the welcoming spirit of this community.

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 46 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, Wisconsin?

The cancellation policy varies by listing; you should review the specific terms listed for each property or contact the owner directly to understand the conditions and any applicable fees.

5. Are there any hidden fees when booking a rental in this area?

Additional fees such as cleaning, service charges, and taxes are typically detailed during the booking process, but it's best to double-check the listing details or ask the host to clarify any extra costs before confirming your reservation.

6. How do I secure my reservation at a vacation rental here?

Reservations are secured through the listing platform, which usually requires a deposit or full payment at booking. Always verify the payment process and any required confirmation steps with the property owner.

7. What amenities can I expect in a rental in this region?

Amenities vary depending on the property, but common features include Wi-Fi, parking, kitchen facilities, and outdoor spaces. Refer to each listing for a comprehensive list of available amenities and reach out to the host if you have specific needs.

8. Is it possible to get a flexible check-in and check-out arrangement in Milford, Wisconsin?

Check-in and check-out times are determined by the property owner and are specified in the listing. Contact the host directly if you require special arrangements, as they may accommodate your request based on availability.

Milford Top Rated Vacation Rentals

8.0
Excellent
(1 Review)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $71/Night For 7 Nights US $496
7.9
Very Good
(205 Reviews)
402.88 ft² 7 Bathrooms
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
US $119/Night For 7 Nights US $836
7.6
Very Good
(872 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
US $65/Night For 7 Nights US $455
7.2
Very Good
(675 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
US $69/Night For 7 Nights US $486
5.9
Average
(204 Reviews)
364.43 ft² 7 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $88/Night For 7 Nights US $619