Boutique hotel holiday rentals in Dutchess County

4.92 out of 5 average rating, 65 reviews

Village Inn - Tribeca suite - Saugerties NY

TimRating, 5 stars4 months ago

We had a great stay! The host was super communicative and made sure we had all the information we needed to find the parking lot, check in, etc. They even gave us a heads-up when the weather started to turn, so that we could plan accordingly. The room was comfortable and very spacious, and the location was super convenient. Even with a winter storm hitting, we were able to walk to coffee shops, great restaurants, and multiple bookstores. Would definitely recommend!

ElainaRating, 5 stars8 months ago

Bird Room - Queen Bed & Private Bath

Smythe house was just what my husband and I were looking for during a cozy fall weekend in the Catskills. We never saw Justine but she was very communicative and responsive to anything we needed. We were late in checking in and she didn’t mind at all. The b&b is in a great location, convenient to hiking trails and other Catskills attractions. We would definitely stay here again!

GraceRating, 5 stars8 months ago

Regal Romantic Luxury Victorian Getaway Catskills

It was absolutely fantastic! Honestly even nicer than we expected. Don’t underestimate the jacuzzi or steam shower. EPIC. Also loved Justine - Very friendly, helpful and good vibes. I particularly liked the dvd collection, as an extra touch. We didn’t even watch any, because we were too busy enjoying the jacuzzi, steam shower and surrounding scenery! Nice coffee, tea, snacks etc. Easy parking, and zero issues. Just all around brilliant. We booked this the morning of day 1 of 2, and we really loved it.

KellyRating, 5 stars8 months ago

Cozy Room with private bathroom in Victorian home

What a charming home. Cozy room, loved the electric fireplace..spacious private bathroom, super clean and great water pressure (I love a good shower)! Justine and David were super friendly, communicative, and thoughtful. We hope to stay again next October!

Hotel room in Amenia

4.67 out of 5 average rating, 30 reviews

1967 Hotel Caravana: For Those Who Want Amazing

*Ranked top 8 world’s best vintage caravan hotels- Lonely Planet *Featured in the Travel section of The Guardian *Seen on the Meghan Kelly Show and Good Morning America Nestled in the heart of Amenia, Hotel Caravana offers a world-class boutique airstream experience like no other. First, in the Hudson Valley, we offer a relaxed stay and an opportunity to escape life. Stay in an airstream, hotels are boring. *Includes 4 movie tickets to our Drive-In theatre (double feature) *Includes Mini Golf

Top guest favourite

Hotel room in Kingston

4.98 out of 5 average rating, 83 reviews

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Guest favourite

4.95 out of 5 average rating, 44 reviews

Village Inn - Chelsea suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Both of our accommodations include Cable TV, WiFi, and A/C. The Chelsea suite features a private bedroom with a king sized bed. A kitchenette, with breakfast area and a living area with a twin pullout. Spa soaking tub to help relax and rejuvenate after a long day. Private parking lot to accommodate our guests, and all rooms have private entrances.

4.78 out of 5 average rating, 36 reviews

Village Inn - SoHo suite - Saugerties NY

The Village Inn is the ideal hotel alternative. We offer well appointed private suites with a bit of luxury. Our accommodations include Cable TV, WiFi, and A/C. This bright room features a comfy king sized bed, TV, WiFi, AC and an updated spa like bathroom to help relax and rejuvenate after a long day. Private parking lot to accommodate our guests, and all rooms have private entrances. Convenient to all the Town of Saugerties has to offer.

A space that's all yours, with room for everyone

Catskills Getaway - Spacious Comfortable Room

This room will delight your senses with oak surround and forest mural, this third floor gem offers tranquility and peace. Queen brass bed, 47" LED Cable TV, WiFi, antique oak table, plush chairs, cozy arm chair and private one and a half bathrooms (shower) both fully tiled and with skylights. Note:there is also an optional add-on room for up to two additional guests, ask about this option if interested.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for boutique hotel rentals in Dutchess County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly boutique hotel rentals

Hotel room in Rhinebeck

4.84 out of 5 average rating, 68 reviews

The Gables of Rhinebeck Inn: Blue Ridge Suite

MarkRating, 5 stars15 months ago

Lovely place to stay while exploring the beautiful Hudson Valley.

LarryRating, 5 stars8 months ago

Zen Room with private bathroom in Victorian home

Justine was very responsive and flexible with our accommodations. The place is central to Kingston/Saugerties. If you get a chance check out the deck in the back it was great to relax and enjoy the surroundings. I will stay again.

KellyRating, 5 stars8 months ago

Cozy Room with private bathroom in Victorian home

What a charming home. Cozy room, loved the electric fireplace..spacious private bathroom, super clean and great water pressure (I love a good shower)! Justine and David were super friendly, communicative, and thoughtful. We hope to stay again next October!

GraceRating, 5 stars8 months ago

Regal Romantic Luxury Victorian Getaway Catskills

It was absolutely fantastic! Honestly even nicer than we expected. Don’t underestimate the jacuzzi or steam shower. EPIC. Also loved Justine - Very friendly, helpful and good vibes. I particularly liked the dvd collection, as an extra touch. We didn’t even watch any, because we were too busy enjoying the jacuzzi, steam shower and surrounding scenery! Nice coffee, tea, snacks etc. Easy parking, and zero issues. Just all around brilliant. We booked this the morning of day 1 of 2, and we really loved it.

ElainaRating, 5 stars8 months ago

Bird Room - Queen Bed & Private Bath

Smythe house was just what my husband and I were looking for during a cozy fall weekend in the Catskills. We never saw Justine but she was very communicative and responsive to anything we needed. We were late in checking in and she didn’t mind at all. The b&b is in a great location, convenient to hiking trails and other Catskills attractions. We would definitely stay here again!

4.92 out of 5 average rating, 65 reviews

Village Inn - Tribeca suite - Saugerties NY

TimRating, 5 stars4 months ago

We had a great stay! The host was super communicative and made sure we had all the information we needed to find the parking lot, check in, etc. They even gave us a heads-up when the weather started to turn, so that we could plan accordingly. The room was comfortable and very spacious, and the location was super convenient. Even with a winter storm hitting, we were able to walk to coffee shops, great restaurants, and multiple bookstores. Would definitely recommend!