Connelly Vacation Rentals

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Tonight
Dec 8 - Dec 9
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Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
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Dec 19 - Dec 21

Vacation Rentals in Connelly

Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is ￥30,911
￥60,194 total
includes taxes & fees
Dec 13 - Dec 14
Streamside Cottage Half Mile to Town of Woodstock
Outdoor dining
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Kingston
9.8 out of 10, Exceptional, (62)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
The price is ￥23,067
￥37,143 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Esopus Creek modern Tiny house Retreat!
Exterior
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Saugerties
8.2 out of 10, Very Good, (46)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is ￥19,416
￥25,225 total
includes taxes & fees
Dec 10 - Dec 11
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Fridge, microwave, oven, stovetop
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville
10.0 out of 10, Exceptional, (124)
"A beautiful house on a stunning property. Looking forward to coming back!"
United States
A. M.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
TV, fireplace, stereo
Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.

West Shokan
10.0 out of 10, Exceptional, (54)
"Wonderful experience and beautiful property."
United States
James B.
Relaxing Catskill Mountain Cottage.
Children's area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is ￥27,959
￥47,319 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

A Spectacular 50 Mile View of the Hudson Valley in all seasons

Saugerties
9.8 out of 10, Exceptional, (95)
"Enjoyed our stay!"
United States
Mike T.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Terrace/patio
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
10.0 out of 10, Exceptional, (34)
"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "
United States
Courtney W.
Hamptons on the Hudson in South Saugerties
1 bedroom, desk, free WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Red Hook
9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is ￥19,572
￥34,265 total
includes taxes & fees
Dec 10 - Dec 11
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is ￥12,582
￥35,664 total
includes taxes & fees
Dec 10 - Dec 11
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg
10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is ￥17,358
￥30,532 total
includes taxes & fees
Dec 13 - Dec 14
Mid-Century DJ’s Dream
Terrace/patio
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s

Highland
9.4 out of 10, Exceptional, (10)
"Enjoyed the stay. Nice place to relax for a weekend."
United States
Marie J.
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Outdoor dining
Sexiest Lil Cabin in Saugerties, NY

Sexiest Lil Cabin in Saugerties, NY

Saugerties
9.0 out of 10, Wonderful, (13)
"We had a great time staying at the Washburn Cabin! Plenty of amenities and little touches that made it a pleasant stay, but it still felt like we were unplugged and had plenty of privacy."
United States
Jo P.
Sexiest Lil Cabin in Saugerties, NY
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie
10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties

Charming 2-bedroom Waterfront home with boat access in Saugerties

Saugerties
9.4 out of 10, Exceptional, (9)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is ￥30,457
￥77,908 total
includes taxes & fees
Dec 11 - Dec 12
Charming 2-bedroom Waterfront home with boat access in Saugerties
Exterior
Mountain View escape

Mountain View escape

New Paltz
10.0 out of 10, Exceptional, (69)
"Really cute cottage with a view of Skytop and the mountains. Quiet location. Fully equipped kitchen. Enjoyed our stay very much. "
United States
barbara d.
Mountain View escape
Outdoor pool
Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House

Woodstock
10.0 out of 10, Exceptional, (6)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is ￥85,136
￥148,759 total
includes taxes & fees
Dec 10 - Dec 11
Woodstock Historic Artist Estate - The Museum House
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz
9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
The price is ￥27,959
￥110,296 total
includes taxes & fees
Dec 10 - Dec 11
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Outdoor dining
Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park

Kerhonkson
8.8 out of 10, Excellent, (3)
"We had a great time. The tent and toilet were clean. We appreciated the water provided and the cookware. The only thing to note is that there is a bit of walking on a rocky trail before reaching the campsite (not next to the parking spot). The river was fun to explore but can be difficult for younger kids to get to. The campsite is close to Minnewaska State Park, very convenient. "
United States
Angie W.
Glamping Tent & Campsite by Minnewaska State Park
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 Connelly Hotel Reviews

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"The was extremely clean"
Dewayne 1-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Connelly

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Frequently asked questions

Can I find vacation rentals in Connelly?

Yes, we give you a choice of vacation rentals close to popular attractions in Connelly, or you can go with a secluded option if you want a relaxing place to stay. Connelly is known for its riverfront and coffeehouses.

What are some of the best vacation home rentals that Connelly has to offer?

The Farm at Hyde Park: Visitors like this Connelly vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 Connelly?

Explore the area and family-friendly sights such as Hyde Park Station, or get out into nature at a spot like Esopus Creek. Ulster Performing Arts Center and Senate House State Historic Site are a couple of places you'll find in the larger area.

What’s a vacation rental in Connelly like?

A vacation rental is a private property you can stay in for a couple of days or more in Connelly. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.