Guest house holiday rentals in Putnam County

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Popular amenities for guest house rentals in Putnam County

Family-friendly guest house rentals

Guest favourite
Guest house in Gaylordsville
4.96 out of 5 average rating, 111 reviews

Adorable Cottage in Pastoral Setting

KathleenRating, 5 stars1 month ago
This was our fourth or fifth time staying at the Farm Cottage. It’s our go to spot when we’re in town. Always consistently clean and comfortable and the location is perfect for us. Never had a need that wasn’t met by Irit.
Top guest favourite
Guest house in South Salem
4.94 out of 5 average rating, 284 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

AlicjaRating, 5 stars1 month ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Superhost
Guest house in Stormville
4.97 out of 5 average rating, 175 reviews

Hudson Valley Cottage with Pond Access

ChelseaRating, 5 stars2 months ago
If you're looking for a private retreat in a gorgeous setting, this is your place. The property is stunning, super walkable grounds, and a gorgeous back patio. S.A. is a super host, and when we ran into an issue, he was quick to respond and help. We recommend this place, and intend to stay again in the future.
Guest favourite
Guest house in Beacon
4.94 out of 5 average rating, 400 reviews

Cozy Mountainside Suite - Minutes from Beacon

AnthonyRating, 5 stars2 weeks ago
My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.
Top guest favourite
Guest house in New Milford
4.94 out of 5 average rating, 194 reviews

Charming Cottage w/Pastoral Views

JuneRating, 5 stars1 week ago
Irit is a very experienced host, in that she ore sees our needs and provides anything you may have missed. The cottage is cozy x10! The bed, linens, furniture are very comfy and welcoming, while also high quality. I highly recommend her cottages, she is a great hostess. We have stayed multiple times, and try to book her place every time we are visiting our home town. You will not be disappointed. Also, very clean and safe!

Guest house rentals with a patio

Top guest favourite
Guest house in Philipstown
4.99 out of 5 average rating, 97 reviews

Historic 1 bedroom home in Cold Spring, NY

AmyRating, 5 stars2 days ago
My husband and I stayed 2 nights for our anniversary and loved it! Pieter and Jackie were lovely people, and the place is even better than the photos. We had everything we needed, and while we had a car we didn't use it because it was so easy to walk everywhere - a hiking trail, restaurants, shops, the waterfront! We would definitely stay here again!
Superhost
Guest house in Chester
4.94 out of 5 average rating, 17 reviews

1786 Farm Cottage "Honeymoon Suite" Renovated 2022

ChloeRating, 5 stars5 months ago
Absolutely fantastic week at the cottage. Highly recommend and we will definitely be back !!
Superhost
Guest house in Pound Ridge
5 out of 5 average rating, 16 reviews

Renovated guesthouse on private 7 acre property

MattRating, 5 stars7 months ago
Can’t say enough good things about this place. Everything is exactly as described and photographed. Communication was also seamless. The perfect place if you want a quiet and peaceful stay that’s also a short drive to the Main Street in Pound Ridge. Highly recommended!
Superhost
Guest house in Southbury
4.93 out of 5 average rating, 70 reviews

The Nest. Large studio in the Woods.

AnkitaRating, 5 stars3 weeks ago
Comfortable, quiet, and a beautiful little location in the woods!
Top guest favourite
Guest house in Wallkill
5 out of 5 average rating, 54 reviews

Millie's Inn

AlexRating, 5 stars3 weeks ago
Millie’s Inn exceeded all of our expectations. It’s private, peaceful, comfortable, clean and so beautifully designed. Jackie & Lenny are responsive and dedicated hosts who made sure we had everything we needed our entire stay. We would stay here again and recommend it to anyone in a heartbeat.
Top guest favourite
Guest house in Waccabuc
4.99 out of 5 average rating, 95 reviews

French Guest House in Waccabuc

AndrewRating, 5 stars1 week ago
Lori's guest studio was magical. Located on a French Country estate in a beautiful rural area near Cross River, NY, the studio fronted a lovely pond with the rhythmic sound of the aerating fountain and nightly chorus of bullfrogs that transport you to another time and place. The studio is beautifully decorated and perfect for our short stay. The Keurig coffee maker was well stocked but came in a distant second place to Lori's recommended cafe and patisserie just 10 mins away. Next time we return (and we do plan to return!), we'll try to make some time to explore the area and leave the ever-rushing world behind.
Guest favourite
Guest house in Wilton
4.98 out of 5 average rating, 45 reviews

The Ciderhouse Cottage - private escape in Wilton

OdalysRating, 5 stars2 weeks ago
We loved our stay at this beautiful private cottage! It was perfect for our long weekend getaway since we were in the area for a wedding and grad celebration. Very clean, tidy, and spacious—plenty of room to get ready!
Guest favourite
Guest house in Redding
4.93 out of 5 average rating, 54 reviews

The Cottage in Redding

RyanRating, 5 stars7 months ago
Cozy guest cottage in a gorgeous New England setting. The perfect launch-point for exploring the historic towns and rolling hills and mountains of western Connecticut / eastern New York. The chickens were a charming addition. ;) Would be happy to stay again! The fall colors were stunning.

Guest house rentals with a washing machine and dryer

Top guest favourite
Guest house in New Milford
4.97 out of 5 average rating, 34 reviews

House in the Trees w/ Pool & Tennis

SaraRating, 5 stars1 month ago
We had a great stay here for the weekend of a wedding in the area. The area is so beautiful, and the spot was just what we needed! Pristine and so comfortable, with lovely views all around from your balcony. The family had a lovely time.
Top guest favourite
Guest house in Gardiner
4.99 out of 5 average rating, 175 reviews

Red Barn Retreat - Shawangunk Mountains Getaway

GretchenRating, 5 stars1 month ago
Great experience! 2 wineries within 1 mile. Close to great hiking. William, was very accommodating with check in & check out time. Would highly recommend staying here. Very cute , clean and comfortable with get amenities.
Guest favourite
Guest house in Easton
4.84 out of 5 average rating, 103 reviews

Entire Guest House at Fox Pond Farm.

ColinRating, 5 stars1 week ago
A group of us stayed here for a wedding nearby. Durelle was super communicative and helpful the whole time we were there. We didn't get to spend much time there and due to the weather we didn't hang outside too much but the property was beautiful and seemed like a great place for a summer getaway with the pool & firepit
Top guest favourite
Guest house in Beacon
4.97 out of 5 average rating, 35 reviews

Spacious Trailside Studio

AndrewRating, 5 stars1 week ago
Wonderful host, had an amazing time, and the place was very clean with great accommodations!
Top guest favourite
Guest house in Bethel
5 out of 5 average rating, 18 reviews

Tranquil getaway cottage in charming neighborhood

EuripidesRating, 5 stars1 month ago
"Lovely, peaceful stay! Erika was a responsive and kind host. The place was clean, cozy, and perfect for relaxing. Would definitely return!" Highly recommend !
Guest favourite
Guest house in Wappingers Falls
4.91 out of 5 average rating, 11 reviews

1723 Guesthouse

JenniferRating, 5 stars3 weeks ago
This guesthouse was a perfect fit for our weekend visit to the Hudson Valley. It had plenty of space and was very clean. The house had a lot of charm and was a good value for the price. The host was friendly and helpful.
Guest favourite
Guest house in Cortlandt
4.87 out of 5 average rating, 79 reviews

Charming 2 bedroom Cottage w/ patio & yard.

JulieRating, 5 stars1 month ago
The cottage was a great weekend stay, and the aesthetic details and care that has been put into the space was not expected. Very well done! Patricia's place was definitely dog-friendly - extra cleaning supplies, furniture covers, and more made us feel comfortable having our pup. As described, it is not private and you'll run into neighbours and hear traffic, but it's a great retreat to cook some meals and wind down after a day exploring the area.
Top guest favourite
Guest house in Bedford Hills
5 out of 5 average rating, 47 reviews

The Perch, a luxe cottage with pool 1h from NYC

GabrielleRating, 5 starstoday
Lovely getaway outside of NYC. We came up here with our toddler and dog —both magical creatures were very content. Super peaceful with lots of great restaurants and bakeries nearby plus parks. Jennifer’s book has all the great spots. We really enjoyed it and got to relax, disconnect. Highly recommend coming up to the Hudson valley and staying at The Perch.

Destinations to explore