Milton Holiday Rentals

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Holiday Rentals in Milton

Black Walnut Tree Farm: Farmhouse on 50 Acres
10.0 out of 10, Exceptional, 13 reviews
"Four friends had a wonderful time at Black Walnut Tree Farm. The space was amazing! There was plenty of spaces that we could hang out together, but also we each had areas that we could retreat to. The kitchen was well-stocked ands spacious, the large living room had many comfortable seats around the fire, and there was a great sunroom where we could sit and play games. The grounds were huge and one could easily get lost walking around the property. We all loved the place and are collectively...
Black Walnut Tree Farm: Farmhouse on 50 Acres
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, 25 reviews
"This place was great! The apartment itself is a great size for 2 people. The yard was pretty big with lots of seating, firepit, an awesome guitar shaped chiminea, nice sized pool, outdoor tv in the gazebo. The owner, Ryan, came later at night and left the next morning. He was super nice and very helpful!"
The price is AU$432
includes taxes & fees
27 June - 28 June
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
The Farm at Hyde Park
9.8 out of 10, Exceptional, 50 reviews
"Had a wonderful time, got to see family in the area, were welcomed by the trio of chix, enjoyed learning about the history of the area from our knowledgeable host and are looking forward to getting back in 2025"
The Farm at Hyde Park
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Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, 43 reviews
"The cozy efficiency was just right. It was very quiet and private. The location is in a very nice neighborhood, so we felt safe and enjoyed walking our dog around the peaceful neighborhood. Comfortable bed, nice little kitchen area, large shower. We would rent it again."
The price is AU$331
includes taxes & fees
8 July - 9 July
Cozy country efficiency in the Hudson Valley
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, 26 reviews
"Very nice place!"
Spectacular Log Home Estate North Wing Apt
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, 39 reviews
"Private bath, 1 BR + kitchen, what more could one ask for. Great view of the trees and river from balcony, and double rainbow to boot. Easy check in. Host was very responsive."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, 31 reviews
"Great Host and Over-All property. Very clean house but more attention needs to be taken in bathroom. Towel closet and bathroom loaded with long hair from past renters. Towels had hair all over them. Only things we were not fond of were the neighbors partying, loud music, and foul language with having 4 yr old with us. Also not a fan of the cameras! The feeling of right to privacy is infringed upon! Rented with assumption this was a single property but there are other rentals attached. Wasn’t an...
The price is AU$657
includes taxes & fees
7 July - 8 July
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, 30 reviews
"Very charming one room apartment with bathroom and kitchen area. Beautiful surrounding you with very pleasant hosts"
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, 64 reviews
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, 15 reviews
"Great location, clean, quiet, and comfortable. Close to all the attractions in Hyde Park."
The price is AU$380
includes taxes & fees
10 July - 11 July
Mid-Century DJ’s Dream
3 bedroom country home off hiking trail
8.6 out of 10, Excellent, 8 reviews
"The house was an older cute home. Very comfortable and inviting. The owner Tony was very easy to talk with and a great communicator. The kitchen is lovely and had plenty of things for your need. We really enjoyed our stay! 😊"
The price is AU$677
includes taxes & fees
16 July - 17 July
3 bedroom country home off hiking trail
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, 36 reviews
"We loved this property! It’s located less than 30mins away from most sights and is a beautiful place to regroup after a long day out. The deck and backyard are so peaceful and great for catching local wildlife. We were lucky enough to see a family of skunks! Would definitely stay here again."
The price is AU$369
includes taxes & fees
3 July - 4 July
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, 40 reviews
"Beautiful eclectic decor, so many records and books to enjoy. Wonderful private yard"
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, 41 reviews
"The house is decorated beautifully, and the view of the river is great. The beds and linens were soo comfortable. Would love to return in warmer weather to enjoy the outdoors 😀"
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, 17 reviews
"Everything about our stay was perfect from start to finish. What a lovely little place! Thank you!"
The price is AU$410
includes taxes & fees
2 July - 3 July
Campfire Cottage: Fireplace, fire pit & no chores!
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
10.0 out of 10, Exceptional, 107 reviews
"Great house on a very hot weekend. Meet our needs, could update coffee maker and remove poison ivy along walkway. Good location !!!"
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, 22 reviews
"This house has an ideal location to see lots of local sites of interest in the Hyde Park and Poughkeepsie area. Easy trip from there to West Point, Hyde Park and the Culinary Institute from the location, and great restaurant, Tiramasu, is very close. The house is immaculate! The beds were very comfortable, linens were provided, the bathrooms were spacious and the five of us had plenty of room for our toiletries. The house has steps to its multiple levels for all essential rooms, not accessible....
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, 12 reviews
"Beautiful property, plenty of room! Clean, plenty of linens and other amenities As described. Would definitely recommend if needed for large family/friends to attend events in this area."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Mountain View escape
10.0 out of 10, Exceptional, 28 reviews
"A very nice place in every way,higly recommended! The only thing which is hardly worth mentioning was there were no lights of any kind by the Campfire, so i wished I had 2 arms while making Smores & held flashlight lol!-but hey,still worth it & I'd like to go again sometime!"
Mountain View escape
Spacious restored Victorian w/ wraparound porch
9.4 out of 10, Exceptional, 10 reviews
"The property was gorgeous, the house large enough to accommodate our group. The kitchen was well stocked. We used the pool, hot tub, fire pit, and pool table. The indoor and outdoor speakers were a nice touch. I would definitely recommend this home I had to reach out to our host 2 days before check in to find out how to get in- usually that is communicated earlier than that. I had informed the host that we were going to have a luncheon for 10 additional people after the memorial service and was...
Spacious restored Victorian w/ wraparound porch
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Milton you may be interested in

Buttermilk Falls Inn
3.0 star property
9.6 out of 10, Exceptional, 30 reviews
"We liked everthing, the only problem was the air conditioner was loud, we did not like the pillows. The place was beautiful and the service was great, we would come back."
The price is AU$596
includes taxes & fees
30 June - 1 July
Buttermilk Falls Inn
Best Western Plus Kingston Hotel And Conference Center
2.5 star property
8.0 out of 10, Very good, 1,002 reviews
"Friendly, helpful staff, excellent breakfast buffet, convenient bar and restaurant, nice pool and workout room, close to rail trails for biking, close to Old Town Kingston for shopping and heritage buildings and good, if not fancy rooms with fridge, microwave and coffee machine. I would stay there again or recommend it."
The price is AU$236
includes taxes & fees
7 July - 8 July
Best Western Plus Kingston Hotel And Conference Center
DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very good, 986 reviews
"Beautiful property "
The price is AU$223
includes taxes & fees
3 July - 4 July
DoubleTree by Hilton Poughkeepsie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Milton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Milton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton holiday rentals we have selected for you start as low as AU$331 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Milton is known for its spas and waterfalls. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Milton has to offer?

The Farm at Hyde Park: This holiday home rental outside of Milton is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Milton?

Explore the area and family-friendly sights such as Mid-Hudson Civic Center, or get out into nature at a spot like Walkway Over the Hudson State Historic Park. Poughkeepsie Galleria and Chance Theater are a couple of places you'll find in the wider area.

What’s a holiday rental in Milton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milton. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.

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