Poughkeepsie Holiday Rentals

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Holiday Rentals in Poughkeepsie

Cute 2BR Full Vacation Home near Spring River and Waterfall

8.2 out of 10, Very good, (22)
"Cute quaint home not to far from attractions and the host was nice."
The price is AU$176
includes taxes & fees
26 Aug - 27 Aug
Cute 2BR Full Vacation Home near Spring River and Waterfall

Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome

9.0 out of 10, Wonderful, (33)
"Perfect place for a quiet stay. The property was nice and clean, and the owner is amazing to work with, with great communication. We will definitely be back!"
The price is AU$184
includes taxes & fees
2 Sept - 3 Sept
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome

Rustic Log Cabin on private land, with ample gravel roads for horses and ATV’s.

10.0 out of 10, Exceptional, (86)
"We love staying here. It is the neatest cabin in a peaceful location. The hosts are great and always quick to respond. We will be back!"
Rustic Log Cabin on private land, with ample gravel roads for horses and ATV’s.

Lake and boat life! Lake Rental in a dead-end street.

9.6 out of 10, Exceptional, (215)
"Perfect location for a weekend getaway of relaxing, flea marketing, and a little fishing. "
The price is AU$337
includes taxes & fees
17 Sept - 18 Sept
Lake and boat life! Lake Rental in a dead-end street.

Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

9.8 out of 10, Exceptional, (47)
"Great place to stay."
The price is AU$314
includes taxes & fees
24 Aug - 25 Aug
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River

10.0 out of 10, Exceptional, (1)
"It was quiet, clean, and spacious. Would definitely stay again."
The price is AU$216
includes taxes & fees
24 Aug - 25 Aug
A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River

Spring River Waterfront Cabin - Walking Distance to Downtown Hardy & Loberg Park

9.8 out of 10, Exceptional, (27)
"Perfect place to be near town but also enjoy the river and outdoors as well. "
Spring River Waterfront Cabin - Walking Distance to Downtown Hardy & Loberg Park

Outlook Point, bluff view,river side, swimming, fishing, and relaxation.

9.4 out of 10, Exceptional, (12)
"We loved the stay, very cozy little cabin with a beautiful view. The property manager was very responsive and helpful. Will definitely be staying here again "
The price is AU$332
includes taxes & fees
26 Aug - 27 Aug
Outlook Point, bluff view,river side, swimming, fishing, and relaxation.

Lake Thunderbird View - Signal Tree Cottage

9.2 out of 10, Wonderful, (30)
"We really enjoyed the feel of this place. Extremely comfortable, and many provisions provided. We will return!"
The price is AU$375
includes taxes & fees
24 Aug - 25 Aug
Lake Thunderbird View - Signal Tree Cottage

Mid-Century Lakefront Home, Dog-Friendly with Hot Tub

10.0 out of 10, Exceptional, (5)
"To short"
Mid-Century Lakefront Home, Dog-Friendly with Hot Tub

Near Spring River, 2-BR Condo #4 Downtown Hardy

2.0 star property
9.6 out of 10, Exceptional, (13)
"Place was perfect for our float trip!"
The price is AU$159
includes taxes & fees
1 Sept - 2 Sept
Near Spring River, 2-BR Condo #4 Downtown Hardy

Cute Townhouse in Cherokee Village where adventures await!

9.8 out of 10, Exceptional, (17)
"Overall we had a great couple of days. Super easy to get to our location. Super easy to communicate with property manager when they were needed for info to put our boat in the water. Easiest check out process. And comfy! "
Cute Townhouse in Cherokee Village where adventures await!

Driftwood -Riverfront & Private, hot-tub + WiFi

9.4 out of 10, Exceptional, (23)
"We had an amazing/relaxing time. Property was beautiful and we plan on booking again! Did not hurt Walmart delivers to the property, once you arrive you will not want to leave. "
The price is AU$434
includes taxes & fees
25 Aug - 26 Aug
Driftwood -Riverfront & Private, hot-tub + WiFi

Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi

2.0 star property
9.8 out of 10, Exceptional, (6)
"We enjoyed our stay in the woods! The cabin was comfortable and the scenery was amazing. "
The price is AU$294
includes taxes & fees
2 Sept - 3 Sept
Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi

'The Treehouse' in Cherokee Village: Deck & Views

10.0 out of 10, Exceptional, (2)
"Beautiful view, spacious, neat and clean. Comfortable bed. Will definitely stay again when we visit Cherokee Village"
'The Treehouse' in Cherokee Village: Deck & Views

The charming French Chateau overlooks the beautiful falls of the Spring River

9.6 out of 10, Exceptional, (39)
"Location good, contact with host was great."
The price is AU$322
includes taxes & fees
26 Aug - 27 Aug
The charming French Chateau overlooks the beautiful falls of the Spring River

Hillside Haven secluded vintage cabin with hot tub

9.0 out of 10, Wonderful, (2)
"Fantastic get away"
Hillside Haven secluded vintage cabin with hot tub

Charming 2-bdrm house with AC, WiFi in Cherokee Village with amazing river views

10.0 out of 10, Exceptional, (1)
"Wonderful property, tastefully decorated with all the modern amenities, fast WiFi, easy check in & very responsive host! Everything you could ask for and a very nice view off the back deck overlooking the Spring River & North Golf Course. Excellent value & outstanding stay- thank you so much! Will definitely book again "
The price is AU$394
includes taxes & fees
24 Aug - 25 Aug
Charming 2-bdrm house with AC, WiFi in Cherokee Village with amazing river views

NEW LISTING: Spacious River Home Private Footage on South Fork Spring River

9.8 out of 10, Exceptional, (6)
"Perfect floor plan for a large group. Very quiet. nicely furnished. "
The price is AU$746
includes taxes & fees
25 Aug - 26 Aug
NEW LISTING: Spacious River Home Private Footage on South Fork Spring River

4-bedroom lakefront house with private dock

10.0 out of 10, Exceptional, (4)
"This is the perfect lake house for your stay on Lake Thunderbird. We go as a family every year, staying in different homes over the years. This is by far in my top 3 and we've been coming to Cherokee Village for 10 years. The homeowner was very accommodating and quick to respond. "
4-bedroom lakefront house with private dock
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.
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Top Poughkeepsie Hotel Reviews

Frequently asked questions

Are there holiday rentals in Poughkeepsie?

Yes, there are holiday rentals close to the most popular sights in Poughkeepsie, or you can select a more secluded option if you're looking for a relaxing stay.

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

Lake and boat life! Lake Rental in a dead-end street.: This holiday home rental outside of Poughkeepsie is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a balcony and a garden.

What can I see and do in Poughkeepsie?

While you're exploring the area, Spring River and Loberg Park are a couple of picturesque spots to get outside and enjoy nature. Main Street of Hardy and Crown Lake are a couple of places you'll find in the wider area.

What are holiday rentals like in Poughkeepsie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Poughkeepsie. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.