Cottage vacation rentals in Hudson

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Popular amenities for Hudson cottage rentals

Cottage rentals with a pool

Guest favorite
A heated pool is surrounded by a stone patio and secured by a metal fence. Lounge chairs line one side of the pool, with a serene wooded backdrop providing privacy. Morning light reflects on the water's surface, creating a calm and inviting atmosphere.
Cottage in Clinton Corners
4.89 out of 5 average rating, 169 reviews

Tranquil Cottage in the Country

MaureenRating, 5 stars2 weeks ago
Craig’s place was great! Bedrooms were a good size and beds were very comfortable. Nice open living space. Beautiful grounds. Everything was clean and we had whatever we needed in the kitchen. Very private and quiet location. Would definitely stay again!
Superhost
A serene outdoor pool area is surrounded by a wooden deck and natural greenery. Pool floats lie on the water's surface, and a few lounge chairs are arranged nearby. Lush trees and shrubs create a tranquil backdrop, enhancing the connection to nature.
Cottage in Kingston
4.8 out of 5 average rating, 173 reviews

Cottage with Private Deck on 8 acres of Woods

MattRating, 5 stars2 weeks ago
Cozy, quaint, cute space. Perfect for a couple or a single adventurer. Gorgeous location and amenities. Would happily re-book!
Guest favorite
A spacious pool area features a vibrant blue pool surrounded by a stone deck. A nearby cabana is visible, with seating areas beside it, all set against a backdrop of lush greenery and trees.
Cottage in Pine Bush
4.89 out of 5 average rating, 268 reviews

Seclusion and Romance - Pool is open and heated!

OwenRating, 5 stars2 weeks ago
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!
Guest favorite
A heated saltwater pool is set within a gated bluestone patio, surrounded by lush greenery. The clear blue water reflects sunlight, creating a serene atmosphere. The pool area is framed by a mature tree line, providing privacy and a peaceful outdoor space.
Cottage in Kingston
4.92 out of 5 average rating, 376 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

LydiaRating, 5 stars1 week ago
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.
Guest favorite
A winding pathway leads through verdant greenery towards a striking red cabin, surrounded by trees. The cabin features large front windows and a welcoming porch, set against a bright blue sky. Sunlight filters through the foliage, creating a serene outdoor atmosphere.
Cottage in Athens
5 out of 5 average rating, 40 reviews

The Cabbage ~ A place to create/relax/restore.

CarolineRating, 5 stars8 months ago
Had a great stay at the cabbage! Everything is so cozy and clean. Would highly recommend using the amenity card to check out Sleepy Hollow Lake at sunset— gorgeous views!
Guest favorite
A clear, inviting pool is surrounded by a well-maintained paved area, providing easy access. Lush greenery borders the space, while a secure fence enhances privacy. Sunlight reflects off the water, creating a serene atmosphere ideal for relaxation.
Cottage in Averill Park
4.94 out of 5 average rating, 139 reviews

Cozy cottage with pool, walking distance to lake

KennethRating, 5 stars1 month ago
Very clean. Well furnished kitchen. Spacious. Good value.
Guest favorite
The modern farmhouse is showcased beneath a clear sky, featuring a spacious deck that overlooks a well-maintained in-ground pool. Two lounge chairs are positioned beside the water, with colorful outdoor furniture and a striped umbrella providing comfort and shade.
Cottage in Accord
4.95 out of 5 average rating, 122 reviews

Light-Filled Upstate Home, Perfect Location

PhoebeRating, 5 stars3 months ago
Marcos' house was perfect for a cozy winter stay with our young kids! The house has a very comfortable lay out for cooking, lounging by the fire and enjoying a beautiful winter scene from windows on all 4 sides of the house. It is both beautifully and comfortably decorated and feels very peaceful! We would definitely visit again!
Guest favorite
An aerial view captures the serene landscape surrounding the cottage, featuring a bright blue pool bordered by a wooden deck. Lush greenery envelops the area, with trees providing shade and a sense of seclusion, while the cottage sits nestled in the background.
Cottage in Woodstock
4.81 out of 5 average rating, 116 reviews

Woodstock Mountain Cottage w/ Pool

DinaRating, 5 stars2 days ago
We had an amazing stay at the cottage! It's modern and thoughtfully designed, but still feels cozy and inviting. It’s tucked away in a peaceful spot surrounded by trees, yet only a 3-minute drive from town. You feel totally removed and relaxed, but everything you need is right nearby. I worked remotely for part of the trip, and the setup was perfect. There’s a dedicated desk with a view of the mountains, and the Wi-Fi was fast and reliable. Natural light poured into the cottage through the skylights. It was spotless and comfortable. The bed and linens were top notch, water pressure was great and hot—little details that make a difference. The pool was a highlight. It’s heated, with plenty of loungers and umbrellas, and it felt totally private and calm. We ended up spending an entire day out there just soaking it in. The hosts were lovely. They were helpful when we needed them, but also gave us complete privacy. We’d absolutely come back and highly recommend this place to anyone!

Cottage rentals with a hot tub

Guest favorite
A charming cottage is framed by vibrant flowering shrubs and greenery. The front porch is adorned with decorative elements, while large windows invite natural light into the space. A wooden fence encloses the front garden, enhancing the quaint and inviting atmosphere.
Cottage in Great Barrington
4.94 out of 5 average rating, 294 reviews

Artist Cottage

ChadRating, 5 stars2 weeks ago
The Artist Cottage was a great secluded retreat. We loved how charming and cute the place looked. The colorful decor and charming antiques in the cottage made it feel special. The amenities were well taken-care of and we especially loved the hot tub, the outdoor fireplace, the spacious lodge, and the large, modern soaking tub. We enjoyed hanging out in backyard, where we could listen to numerous birds while sitting by a little waterfall in the morning. We appreciated the well-stocked kitchen. It was just a short walk from some nice hiking trails and we loved that it was only a short drive to town. Overall, we highly recommend this stay!
Top guest favorite
A hot tub sits on a wooden deck surrounded by lush trees, offering privacy and a natural setting. Nearby, a cozy seating area is arranged with black chairs and a small table, providing a space to relax and enjoy the tranquil environment.
Cottage in Kerhonkson
4.99 out of 5 average rating, 174 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

EmmaRating, 5 stars1 week ago
Danny and Travis are excellent hosts ! The house is gorgeous and extremely clean and well maintained. The kitchen is very well stocked with cooking utensils/ pots which is awesome for people who enjoy cooking (like we do). This is our second time staying here and we absolutely love it and plan to return.
Superhost
A wooden deck is furnished with comfortable seating and a coffee table, providing a serene view of rolling mountains and a tranquil pond. The sky is filled with fluffy clouds, reflecting warm hues as the sun sets, enhancing the natural beauty of the landscape.
Cottage in Denver
4.94 out of 5 average rating, 139 reviews

Country Cottage w/ HOT TUB & Views

ДианаRating, 5 stars1 week ago
Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!
Superhost
A stone pathway leads to a charming cottage nestled among lush greenery. Vibrant yellow flowers and dense foliage frame the entrance, creating an inviting atmosphere. Towering trees provide shade, while a trellis adorned with flowering vines arches over the path, enhancing the cottage's serene setting.
Cottage in Red Hook
4.9 out of 5 average rating, 206 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

JenniferRating, 5 stars2 weeks ago
Thank you Ellen for the easeful stay at your cottage with clear instructions. The surroundings are beautiful. We saw an eagle at the lake!
Guest favorite
An outdoor fire pit is surrounded by several adirondack chairs on a grassy area. A stone wall frames the fire pit, with trees and a glimpse of a secondary building in the background. The scene reflects a serene natural setting.
Cottage in Bethlehem
4.98 out of 5 average rating, 105 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AlexRating, 5 stars1 week ago
great time as always!
Guest favorite
The entrance of a cottage is framed by lush greenery, showcasing a welcoming wooden porch and a dark door. Potted plants add a touch of charm to the inviting pathway, which leads through a grassy yard.
Cottage in Boiceville
4.98 out of 5 average rating, 114 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

JordanRating, 5 stars4 months ago
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.
Superhost
A two-story house with light green siding and contrasting dark shutters stands amidst a natural landscape. The front entrance features a covered porch and bright red door. A two-car garage with red doors complements the exterior, bordered by landscaped bushes and flowering plants.
Cottage in Kent
4.84 out of 5 average rating, 234 reviews

NEW - Hot Tub - Mohawk Mtn - Appalachian Trl

RonRating, 5 stars3 weeks ago
Martin was a very responsive host! The property was great overall.
Guest favorite
The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.
Cottage in Chichester
4.93 out of 5 average rating, 107 reviews

Stream Come True | Hot Tub, Ski, Hike, Relax

MelissaRating, 5 stars3 weeks ago
Dan was proactively communicative from the moment we booked through the day we checked out. He was very helpful and everything was super clear. The house was exactly what we expected - a lovely little retreat location. We booked for a little girl's weekend and the vibe was exactly what we were looking for. It was convenient to hiking options, a little shopping, and of course the famous Phoenicia Diner. Highly recommend staying here!

Pet-friendly cottage rentals

Guest favorite
A red house with yellow trim features a welcoming front porch and multiple windows. The porch is accessed by a set of steps and surrounded by a well-maintained yard with trees and shrubs, providing a charming entryway.
Cottage in Woodstock
4.84 out of 5 average rating, 255 reviews

Woodstock Dog friendly Cottage in Town; large yard

EvanRating, 5 stars5 days ago
Right in the heart of Woodstock, walkable to town. And on top of all that, my dogs were as comfortable as they could be away from home. Anne was responsive and kind, the smokeless fire pit was amazing, the bed was ultra comfortable. Air purifiers are abundant, place always felt clean. The balcony on the second floor overlooking the mountain was an added bonus. Wouldn’t have a complaint if I tried.
Top guest favorite
A serene landscape is captured with bare trees standing against a colorful autumn sky. Vivid red and orange foliage is visible in the distance, set against fields of green, while a rustic stone wall lines the property. The tranquil scene invites a sense of peace.
Cottage in Sharon
4.93 out of 5 average rating, 181 reviews

Foxfire Hill: A Bit of Luxury in the Countryside

JenniferRating, 5 stars3 days ago
This is our second time staying at Foxfire Hill, and it was wonderful to see the gardens in their glory. Great and responsive hosts. I’m sure we will be back again.
Guest favorite
Spacious lawn area characterized by lush green grass and dappled sunlight filtering through the overhead trees. A black barn-like structure sits to the right, blending harmoniously with the natural surroundings. The tranquil setting offers a sense of privacy amid the landscaped grounds.
Cottage in Poughkeepsie
4.91 out of 5 average rating, 353 reviews

Be in Nature at this Gorgeous Riverfront Cabin

MJRating, 5 stars1 day ago
A lovely home with beautiful views of the surrounding woods from each room. Very clean, modern, and comfortable with a well stocked kitchen. Mark provided detailed and useful info on the place and the surrounding area. A great spot if you’re looking for some peace and quiet close to all the local attractions of the Hudson Valley.
Guest favorite
A serene lake view is captured at sunset, showcasing a vibrant sky filled with shades of pink and orange reflecting on the calm water. The surrounding landscape includes gentle hills and trees, adding depth to the tranquil scene.
Cottage in Ulster Park
4.91 out of 5 average rating, 180 reviews

Romantic House on a Magical Lake

VidhiRating, 5 stars2 months ago
Comfortable and clean with beautiful scenery - on clear days, you get a Mountain view across the lake! Highly recommend.
Top guest favorite
Cottage in Haines Falls
4.99 out of 5 average rating, 146 reviews

The Kaaterskill Cottage - views of Hunter Mtn!

BenjaminRating, 5 stars2 months ago
We've stayed at Jenna's home a few times. Each of our visits have beeen wonderful. Her home is pristine, extremely comfortable, and very well thought-out for easy use by guests. The kitchen is very well equipped. Things like thoughtful labels on light switches, quality linens, very comfortable mattresses, nice towels, a complete lack of clutter while still being thoughtfully decorated, always makes us feel very comfortable in this space. The area is very peaceful and quiet. We will gladly continue to return!
Guest favorite
A modern black cottage is presented, set against a backdrop of tall trees and natural stone landscaping. A gravel driveway leads up to the entrance, where steps ascend to a covered porch. A dog is seen on the grassy area nearby.
Cottage in West Cornwall
4.93 out of 5 average rating, 154 reviews

Newly Built Cottage in Housatonic Valley

PaulRating, 5 stars4 days ago
Beautiful place to stay! Kitchen well supplied for cooks. Comfy, big couch. Sound of the river at night. Cute little town. Peace and quiet on the edge of the woods. Great for dogs and humans. Lucy is VERY responsive to any questions. HIGHLY recommended. My wife requested a return visit before we even left.
Guest favorite
A screened-in porch is visible, featuring a wooden rocking chair positioned to overlook a lush garden. A dog sits on the floor nearby. Natural light filters through the screens, illuminating the wooden flooring and surrounding greenery.
Cottage in Great Barrington
4.92 out of 5 average rating, 250 reviews

Cottage on Scenic Road

JulieRating, 5 stars1 month ago
Another great stay at the little cabin "in the woods" near GB. So peaceful and quiet, but still lots to do in the area. This was our third time staying at Seamus's cabin and it was great - we even got to use the wood-burning stove since this visit was during a cooler time of year (compared to 90 degrees last September).
Top guest favorite
The exterior of Solheim Cottage is showcased, featuring a well-maintained lawn with stepping stones leading to the entrance. The cottage's dark exterior contrasts with the vibrant green trees and open meadow, with expansive windows offering views of the surrounding mountain landscape.
Cottage in Halcott Center
4.97 out of 5 average rating, 313 reviews

Cozy Cottage with Stunning Mountain Views

ArynRating, 5 stars1 week ago
A super stylish, immaculate and serene cottage with spectacular mountain views. This absolute gem is perfect for relaxing, decompressing and exploring the Catskills. The beds and bedding are super comfortable, kitchen is well stocked, and the sight line to mountains is a visual feast. The windows are plentiful for gentle, fresh breezes wafting throughout the home yet A/C and heat work well when needed. We built a fire and star gazed surrounded by a field of fireflies. The hum of bees in the morning sun while having coffee on the deck is a delight. There’s a thorough and helpful guide/manual and the hosts are extremely responsive. Be sure to spin some records - we found the Donna Summer Greatest Hits double album - plenty of room for dancing around. Will most certainly be back!

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