Best Vacation Homes in Milton
House
9.8(27 Reviews)
2 Bedrooms
1 Bath
4 Guests
1984 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $377/Night
7 Nights - US $2,641
House
1.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
1119.45 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $144/Night
7 Nights - US $1,008
Hotel
9.6(1001 Reviews)
1 Bath
Breakfast- Parking
Pool- Balcony/Terrace
US $176/Night
7 Nights - US $1,232
Cottage
9.6(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
Internet
US $364/Night
7 Nights - US $2,548
New
House
1 Bedroom
3 Baths
8 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
Pet Friendly
US $900/Night
7 Nights - US $6,300
New
Cottage
2 Bedrooms
1 Bath
6 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $349/Night
7 Nights - US $2,442
House
10.0(33 Reviews)
4 Bedrooms
3 Baths
8 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $583/Night
7 Nights - US $4,081
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
2078 ft²
Private Pool
Hot Tub- Parking
- Pool
US $1,145/Night
7 Nights - US $8,017
Milton Luxury Rentals
House
7 Bedrooms
7 Baths
14 Guests
7600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,858/Night
7 Nights - US $20,006
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
10 Guests
5000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,020/Night
7 Nights - US $14,141
House
9.8(7 Reviews)
4 Bedrooms
2 Baths
8 Guests
4000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,695/Night
7 Nights - US $11,866
Villa
8.4(20 Reviews)
4 Bedrooms
6 Baths
10 Guests
4427 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,308/Night
7 Nights - US $9,157
House
3 Bedrooms
2 Baths
8 Guests
2884 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,205/Night
7 Nights - US $8,433
House
9.6(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
4064 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $671/Night
7 Nights - US $4,695
House
3 Bedrooms
2 Baths
7 Guests
- Pool
- Kitchen
- Air Conditioner
Child Friendly
US $661/Night
7 Nights - US $4,627
US $498/Night
7 Nights - US $3,483
Milton Pet Friendly Vacation Rentals
Apartment
5.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
2303 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
US $1,103/Night
7 Nights - US $7,721
Hotel
9.1(308 Reviews)
1 Bath
414.41 ft²
- Private Pool
EV Charge Station- Parking
- Pool
US $144/Night
7 Nights - US $1,006
House
4.7(3 Reviews)
3 Bedrooms
5 Baths
8 Guests
4000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $675/Night
7 Nights - US $4,725
Hotel
8.8(294 Reviews)
1 Bath
301.39 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $151/Night
7 Nights - US $1,059
House
4.7(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
US $333/Night
7 Nights - US $2,331
Hotel
8.6(231 Reviews)
4 Baths
304.47 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $195/Night
7 Nights - US $1,365
House
3 Bedrooms
2 Baths
8 Guests
2400 ft²
- Oceanfront
- Hot Tub
- Parking
Skiing
US $592/Night
7 Nights - US $4,142
Hotel
8.2(195 Reviews)
10 Baths
438.09 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $135/Night
7 Nights - US $945
Milton Large Vacation Homes
House
9.8(18 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $442/Night
7 Nights - US $3,093
House
10.0(19 Reviews)
5 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $602/Night
7 Nights - US $4,217
House
10.0(15 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $285/Night
7 Nights - US $1,993
Why Choose Rent By Owner for your Milton 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 Milton
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you experience the region’s unique charm and natural beauty at its best, allowing you to enjoy your stay in this destination's comfortable vacation rentals to the fullest.
Peak Season Highlights
Summer (June to August)
During the summer months, this area experiences warm weather, making it an ideal time for outdoor activities and exploring local attractions.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
The fall season offers cooler temperatures and stunning foliage, perfect for enjoying scenic drives and outdoor adventures in the region.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The winter months bring colder weather, providing a quieter experience for those seeking solitude and cozy retreats in this destination.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Spring (March to May)
Early spring sees mild temperatures and fewer visitors, giving you a peaceful opportunity to enjoy the area's natural beauty before the busy season begins.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Milton
How to Book Your Milton 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 Milton
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 outdoor seating areas where you can relax and take in the scenic views of the region.
- Take advantage of private patios or decks that provide a perfect setting for outdoor dining or morning coffee.
- Make the most of spacious yards or gardens ideal for outdoor games or just unwinding amidst nature.
- Avail yourself of outdoor grilling facilities to prepare delicious meals while enjoying the fresh air.
- Experience the comfort of fire pits or outdoor fireplaces, perfect for cozy evenings under the stars.
- Explore lush landscaping and walking paths that invite you to enjoy leisurely strolls around the property.
- Utilize outdoor recreational equipment like kayaks or bikes available at select properties, for adventures here in the area.
Top Attractions Around Milton
What attractions are nearby?
While staying here, you'll find plenty of outdoor activities and local attractions nearby to explore, making it a perfect base for enjoying the natural beauty and regional charm of the area.
Family Activities
- Milton Historic District Tour: Explore the charming streets and historic sites to immerse your family in the area's rich past and captivating architecture.
- Outdoor Hiking at The Lake: Enjoy scenic trails around a local lake where you can hike, picnic, and appreciate nature with your loved ones in this picturesque setting.
- Community Events and Festivals: Attend seasonal festivals and family-friendly events that showcase local culture and offer fun activities for all ages.
- Local Farm Visits: Visit nearby farms to participate in hands-on activities like fruit picking or learn about regional agriculture, creating memorable experiences for the entire family.
Adult Activities
- Hike the Appalachian Trail: Explore scenic segments of this renowned trail that passes through the region, offering stunning views and outdoor adventure within reach.
- Visit local wineries and breweries: Discover the area's vibrant craft beverage scene by touring nearby wineries and breweries that showcase regional flavors.
- Enjoy outdoor recreational activities at Hyde Park: Engage in fishing, picnicking, and relaxing along the tranquil shores of nearby lakes and parks here.
- Explore historical sites and museums: Dive into the rich history of this destination through its local museums and heritage sites that tell the story of the region's past.
Other Places to Stay in Milton, NY
Town of Marlborough
Milton Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take the time to discover the region's local eateries to enjoy authentic flavors and support small businesses during your stay.
- Plan Outdoor Activities: Make the most of the area's natural beauty by engaging in outdoor pursuits such as hiking or leisurely walks around scenic spots.
- Respect the Community: Be mindful of local customs and preserve the tranquility of this destination by practicing responsible tourism during your visit.
- Utilize Your Vacation Rental’s Amenities: Maximize comfort and convenience by making full use of the amenities offered by your rental property in this region, enhancing your overall experience.
Transportation Options
- Milton Transit Authority: This local transit service offers convenient bus routes that connect you to surrounding areas, making it easy to explore the region from your vacation rental.
- Amtrak Station in nearby Middletown: Providing reliable train services, this station allows you to travel comfortably to and from the area, ideal for day trips or extended journeys.
- Rental Car Services: Several major car rental agencies operate locally, giving you the flexibility to explore Milton and its scenic surroundings at your own pace.
- Private Taxi and Ride-Sharing Options: Trusted taxi companies and ride-sharing services offer quick and convenient transportation directly from your stay here, ensuring seamless arrivals and departures.
Local Customs Options
- Celebration of Local Agriculture: You’ll notice a deep appreciation for farming traditions, often reflected in community events and local markets that highlight the region’s agricultural heritage.
- Seasonal Festivals: The area enjoys vibrant seasonal celebrations where residents honor regional history and customs, providing you with authentic local experiences during your stay.
- Respect for Nature and Outdoor Activities: Visitors observe a strong emphasis on outdoor recreation and environmental preservation, which are integral to the community’s way of life here.
- Traditional Culinary Practices: When exploring the region, you'll encounter a culinary scene that celebrates locally sourced ingredients and classic dishes passed down through generations.
Milton Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Milton?
There are a lot of options in Milton. If you plan on staying in the Milton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Milton:
- Peak Fall Foliage Retreat Near New Paltz, Walkway Over the Hudson & Wineries
- Charming Vacation House w/Pool & HotTub
- Hamptons on the Hudson: Pool, SPA, BBQ, Views!
- The Secret Cottage-Hidden Gem! Entire cottage with covered patio!
- Owl's Nest: A Pet-Friendly Nature Lover's Getaway near Wineries & Hiking Trails
- Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres
- 6 Acre Private Hudson Valley Estate
- Homewood Suites by Hilton Poughkeepsie
- Black Walnut Tree Farm: 50-Acres + Private Pond
- Scenic Hudson Valley Getaway Farms & Vineyards
2. Which vacation homes in Milton are best for families?
If you are looking for a family-friendly vacation home in Milton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Milton:
3. How many Rentbyowner vacation rentals are available in Milton?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 39 in the Milton 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 Milton.
4. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property, so it's important to review the specific listing details. You can find this information on the booking page or contact the owner directly to confirm the policy before finalizing your reservation.
5. How do I confirm my booking for a vacation rental in the region?
Once you select your preferred property, follow the booking instructions provided on the listing. Confirmation typically occurs after payment is completed, and you may receive an email with further details from the property owner.
6. Are there any house rules or restrictions I should be aware of during my stay?
Yes, each vacation rental has its own set of house rules, which are listed on the property's page. Be sure to read these carefully to ensure a smooth experience during your stay here.
7. Is there parking available at the vacation rentals in this destination?
Parking availability depends on the specific property. Details about parking options are included in the listing information, or you can contact the owner for clarification before booking.
8. What amenities can I expect when staying at a vacation rental in this part of the region?
Amenities vary by property, but many rentals offer essentials like Wi-Fi, kitchen facilities, and outdoor spaces. Review each listing thoroughly to ensure it meets your needs, and reach out to the host if you have specific requirements.
Milton Top Rated Vacation Rentals
US $185/Night
7 Nights - US $1,292
Hotel
9.2(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $123/Night
7 Nights - US $860
Hotel
8.8(669 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $196/Night
7 Nights - US $1,374
Hotel
7.6(66 Reviews)
11 Baths
469.31 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $300/Night
7 Nights - US $2,098
