Connelly Holiday Rentals

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Holiday Rentals in Connelly

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AU$538
includes taxes & fees
23 Dec - 24 Dec
Streamside Cottage Half Mile to Town of Woodstock

The Farm at Hyde Park

9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (11)
"This was a extended work visit, and the property was perfect for us and the host was very accommodating whenever needed. I can see a wedding, reunion or a quiet getaway for a large family at this location."
The Scenic Mansion With Breathtaking View

Cozy Relaxing Retreat in Saugerties, NY

10.0 out of 10, Exceptional, (42)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
Cozy Relaxing Retreat in Saugerties, NY

NEW! Gated 31 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

9.6 out of 10, Exceptional, (50)
"Our family enjoyed our time at the property- it was a great place for us all to gather. The property managers were incredibly helpful and responsive to the few things that needed attention during our stay. The pool area is the shining star of this home. You can expect the house/ furnishings to be in mostly good shape and as photographed-. The layout of the bedrooms/ shared bathrooms did surprise us a bit despite careful review of photos and listing video tour. Overall great stay!"
NEW! Gated 31 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

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

8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AU$226
includes taxes & fees
18 Dec - 19 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (23)
"Every thing was good! Thank you for quickly responding to my request to add an additional night. Thank you for being pet friendly."
The price is AU$247
includes taxes & fees
11 Dec - 12 Dec
Mid-Century DJ’s Dream

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (34)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (169)
" Beautiful house! Great location! The house overall exceeded our expectations! A bit bright in the mornings, good to know in case you are looking to try and sleep in. King bed in the master is super comfortable and the shower is awesome! Would definitely stay again."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Esopus Escape: Pool, Hot Tub & Media Room

9.6 out of 10, Exceptional, (19)
"We were in the area for a wedding. The house was great. Hot tub was fabulous. Beautiful couple of days. Just one note for safety: the metal railing on the left side of the steps from the driveway heading up to the house is coming loose or rather, is very, very loose so as to not be useable. Just could be a bit dangerous particularly at night. Otherwise, was absolutely lovely."
Esopus Escape: Pool, Hot Tub & Media Room

5-Star New Barn Home - Music Studio, Views & Hot Tub

10.0 out of 10, Exceptional, (25)
"Perfect house and perfect location. Look forward to this trip yearly. Stephen makes everything easy and is always available. Great escape and property! "
5-Star New Barn Home - Music Studio, Views & Hot Tub

Kingston Crawfish Cottage Near Catskills!

9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties

Charming Artist's Retreat

9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat

SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 3 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (87)
"The house and property were great. Very comfortable house that felt like home with a well equipped kitchen, two living rooms, great beds, fireplace, and spa. Pool was closed since it was winter. The property is wooded and feels like being in your own private park but is only a few minutes from downtown. Highly recommended!"
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 3 MINUTES FROM TOWN

Sexiest Lil Cabin in Saugerties, NY

8.6 out of 10, Excellent, (7)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY

Mountain View escape

10.0 out of 10, Exceptional, (43)
"Charming. Peaceful. Beautiful. Well-designed. Well-stocked. I cannot recommend this place enough. It is the ideal getaway for an individual or couple. Hope to have a reason to return soon! "
Mountain View escape

Winter Ski House with gym +spa access

9.4 out of 10, Exceptional, (16)
"We were happy to see there was a full sized kitchen beautifully renovated with a back door to the nice back yard in addition to the wonderful bedroom accommodations. Lots of nice amenities plus antique furnishings but updated baths, just lovely. My only suggestions is more pillows."
The price is AU$356
includes taxes & fees
1 Dec - 2 Dec
Winter Ski House with gym +spa access

Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

10.0 out of 10, Exceptional, (7)
"The house was perfect for our group. Plenty of room, and the view from the deck was awesome. Would recommend "
Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!

10.0 out of 10, Exceptional, (21)
"My friends and I were looking for a place for 8 of us to enjoy the weekend and it was awesome. The house location has one of the most beautiful sights of any VRBO house I've stayed at. Between the incredible audio systems, furniture layout, overall living room aesthetics, and living room windows designed to take advantage of the beautiful view, the interior was ideal for our group. The host was in constant communication with us and gave clear directions for entering and leaving the house. Highly...
High Point Mtn House ~ Celebrate Thanksgiving on the Mountain! Total privacy!
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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Other types of properties in Connelly you may be interested in

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
8.0 out of 10, Very good, (1071)
"Staff very welcoming."
The price is AU$226
includes taxes & fees
6 Dec - 7 Dec
Best Western Plus Kingston Hotel And Conference Center

DoubleTree by Hilton Poughkeepsie

4.0 star property
8.2 out of 10, Very good, (1068)
"Nice stay. Thank you. "
The price is AU$188
includes taxes & fees
12 Dec - 13 Dec
DoubleTree by Hilton Poughkeepsie

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1080)
"Very spacious, clean, and comfortable. The only problem: none of us wanted to leave the shower ... It was the best! Staff is helpful and accommodating. If you are in or near Hyde Park or Poughkeepsie, this is the place to stay. Excellent value for the $"
The price is AU$174
includes taxes & fees
16 Dec - 17 Dec
Hyatt Place Poughkeepsie / Hudson Valley
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Connelly?

Yes, there are holiday rentals close to the most popular sights in Connelly, or you can select a more secluded option if you're looking for a relaxing stay. Connelly is known for its riverfront and coffee shops.

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

The Farm at Hyde Park: This holiday home rental outside of Connelly 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 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 Hudson Valley Mall are a couple of places you'll find in the wider area.

What’s a holiday rental in Connelly like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Connelly. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.