Vacation rentals in Sleepy Hollow

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Popular amenities for Sleepy Hollow vacation rentals

Stay near Sleepy Hollow's top sights

Philipsburg Manor6 locals recommend
Coffee Labs Roasters Inc.15 locals recommend
The Taco Project4 locals recommend
Lefteris Gyro10 locals recommend
Bridge View Tavern5 locals recommend
Muddy Water Coffee & Cafe8 locals recommend

Boutique hotel rooms in Sleepy Hollow

Superhost
An inviting porch is furnished with wicker seating and colorful cushions. A small table is adorned with a fresh flower vase. Natural light filters through the overhead ceiling fan, casting soft shadows on the polished wooden floor, which is bordered by lush greenery.
Hotel room in Summit
4.7 out of 5 average rating, 43 reviews

The Vestibule-Full Room with External Private Bath

AlexRating, 5 stars2 weeks ago
My partner and I felt welcomed and comfortable at Debary. We especially enjoyed the expansive and inviting porch, the set-up of the dining room (which made it easy to have a friendly chat with other guests should you wish), and the variety of seating options in the common areas. The breakfast is continental as advertised, but it's a pleasing notch up from a motel continental, with good coffee and fresher food. Although the Debary is not upscale, it's a very pleasant, affordable option for the area. The morning we left, a grandmother was reading books to her grandchild in the living room, guests were chatting in the dining room, others were taking in the breeze on the porch, and the whole place generally had a relaxed and contented vibe. We noticed a sign that says the Inn has free bikes available to guests, too. A nice perk. Would stay again!
A modern bathroom sink area is featured, highlighting a sleek white countertop and a stylish faucet. White toilet paper is visibly mounted on a holder next to the sink, emphasizing convenience and accessibility.
Hotel room in Union City
4.69 out of 5 average rating, 105 reviews

Private bedroom Boutique Hotel 10 mins from NYC

MichaelRating, 5 stars2 weeks ago
10 min bus to the city. safe area. good water pressure, and cool enough with AC on. Simple room for the price.
The lobby area features modern furnishings and a warm color palette. Plush seating is arranged around a circular coffee table on a rich red rug. A stylish front desk is visible, complemented by an elegant fireplace and an open staircase in the background.
Hotel room in Midtown Manhattan
4.81 out of 5 average rating, 353 reviews

Sonder Chambers | Queen Room

NataliaRating, 5 stars2 weeks ago
this is a great option if you want to be close to the park but not so far up. there are two metro stations super close. it is a hotel, it is nice, we were comfortable, we were offered free of charge cleaning every day, the room had a coffee maker and capsules which we enjoyed a lot, the shower was amazing and the toiletries were great. We thought it was expensive for the place, but compared to the NY offer, it was great. Early check in and late check out is available if you pay extra, it costs depending on the hours you want to extend your stay it doesn’t matter if the room is available.
Superhost
A charming cafe exterior is visible, featuring a red awning with the name 'Silver Spoon Café.' Outdoor seating is arranged along a green railing, where guests are gathered. The building showcases a mix of light green and beige siding, adding to the inviting atmosphere of the village.
Hotel room in Cold Spring
4.84 out of 5 average rating, 97 reviews

Room 1 Cold Spring Hotel (Main St.)

JeremyRating, 5 stars6 days ago
Jim and his entire family were so accommodating and unbelievably kind. You felt like you were staying with family at the location was incredible and the place was very very clean.
Superhost
The lobby features a striking mural above a seating area with plush chairs and sofas. A stylish bar is visible in the background, and a grand chandelier hangs from the ceiling, illuminating the open space and highlighting the elegant decor.
Hotel room in Great Neck
4.76 out of 5 average rating, 130 reviews

Boutique Hotel in the heart of the North Shore

JenniferRating, 5 stars6 days ago
The room was giant, the bed was comfy and everyone was very helpful!
Superhost
The historic Warwick Inn is framed by lush green lawns and mature trees. A covered porch with an orange umbrella invites relaxation, while outdoor seating areas are arranged under shaded overhead structures. The charming building showcases classic architectural details, set against a clear blue sky.
Hotel room in Warwick
4.73 out of 5 average rating, 169 reviews

The Warwick Inn Boutique Bellvale Room 2

DougRating, 5 stars3 weeks ago
This is our 2nd stay at The Warwick, because the first visit was so delightful. Gabriella, the host, is always responsive, attentive and proactive with booking arrangements. The rooms are delightful victorian themed comfort. The rooms are upstairs in the historic Warwick Inn, above Prime 36 - an upscale steakhouse restaurant. Besides the delicious fare at the restaurant, the bar is an excellent place to have a cocktail before starting the evening, or ending the evening after the day’s adventures. We recommend The Warwick highly! Be back soon ♥️
Superhost
A scenic view of Greenwood Lake is depicted, featuring several boats docked along the wooden piers. Lush green hills rise in the background, under a sky dotted with fluffy white clouds. The calm water reflects the natural beauty of the environment.
Hotel room in Greenwood Lake
4.71 out of 5 average rating, 45 reviews

Unique lakeside lodging steps from Greenwood Lake

KrystleRating, 5 stars20 months ago
Looks can be deceiving from the front, but give it a chance, the Staff was friendly at the restaurant upon check in, the host was very responsive, Clean updated bedroom, comfortable stay, bathroom was dated and moldy but overall being the only hotel on the lake the place has potential. We stayed on the ground floor which was a little awkward to have the curtains open while people were dining. We enjoyed the early mornings when the restaurant was closed to have the view of the lake. Easy parking close to activities (boat rentals, restaurants, paddle boards). Wish we had more time to check out the piano bar.
A modern interior features a well-equipped kitchenette with sleek cabinetry and appliances. Comfortable seating is provided at two bar stools near the counter. The open layout includes warm wood flooring and decorative plants, contributing to a cozy dining atmosphere. A spacious bed is positioned in the foreground.
Hotel room in Long Island City
4.82 out of 5 average rating, 28 reviews

2 Double-Beds with Balcony Views in Boutique Hotel

CoriRating, 5 stars2 weeks ago
We stayed as a family of 4. It was easy to get in and out of Manhattan on the subway and easy to find good places to eat nearby. Would stay again!

Other great vacation rentals in Sleepy Hollow

Top guest favorite
Apartment in Wallkill
4.94 out of 5 average rating, 141 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

MichaelRating, 5 stars3 months ago
We loved our time at this beautiful cottage! We have been to lots of Airbnb’s, and most have been a good experience. This cottage was something more. We both felt instantly relaxed when we walked in the door. It was so cozy and comfortable. We slept great in the comfy bed. The pictures can’t describe the feeling of the place. Warm, cozy, peaceful, inspiring, comfortable, quiet and truly rejuvenating. I will be making a trip to the area again as soon as possible, just to stay in this cabin retreat.
Guest favorite
A wooden deck features two chairs and a small table, surrounded by lush greenery. The spacious backyard is visible in the background, with a variety of trees and shrubs providing natural shade.
Home in Beacon
4.92 out of 5 average rating, 97 reviews

Beacon 2BR house w/ backyard, easy walk to main st

SarahRating, 5 stars2 weeks ago
We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!
Superhost
A modern kitchen is equipped with stainless steel appliances, including a refrigerator and an oven. Gray cabinetry contrasts with a mosaic backsplash. A sink is positioned beneath a window, while a clean mat lies on the floor near the countertop.
Apartment in Brentwood
4.84 out of 5 average rating, 32 reviews

Home away your home

GeraldineRating, 5 stars1 week ago
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.
Guest favorite
A spacious multi-tier deck overlooks a serene lake, surrounded by bare trees under a clear blue sky. The deck features wooden railings and various seating areas, providing an inviting space to enjoy the natural setting.
Home in Vernon Township
4.91 out of 5 average rating, 33 reviews

Highland Bluffs Lake House, 50 miles from NYC

JessicaRating, 5 stars2 months ago
Our family loved this spot! The house is beautiful, clean and very peaceful. My kids all loved the basement which had a great assortment of games, toys and books. We visited for a weekend and went snowtubing at Mountain Creek (only about 12 minutes away). We also really enjoyed nearby Warwick, NY where we found nice shops and restaurants. It was a great stay - highly recommend!
Guest favorite
A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.
Home in Chester
4.96 out of 5 average rating, 119 reviews

Millionaire Mansion Countryside Stay w/ Lrg Hottub

SeamusRating, 5 stars2 weeks ago
Absolutely loved our stay at Mordechai’s place! The home was stunning—beautifully designed, spacious, and super comfortable for our large group. It’s also in a perfect location, close to amazing hiking spots and scenic views. Mordecai was a fantastic host—quick to respond and very helpful throughout our stay. I truly can’t wait for the opportunity to return!
Guest favorite
A screened-in veranda features wooden flooring and white railings, overlooking a lush green yard. Soft outdoor lighting is strung along the ceiling. Views of trees and distant mountains extend beyond the space, creating a sense of tranquility.
Villa in New Paltz
5 out of 5 average rating, 11 reviews

Country House, Mountain Views, Dine, Bike, & Hike

AriellaRating, 5 stars3 months ago
Absolutely beautiful home! Carl and Rebecca were wonderful hosts - they were super responsive and accommodating. And their home is lovely down to all the little details, from the soft bathrobes to the warm spaces to hang out in. We had a wonderful stay at their home and would love to come back!
Guest favorite
A large outdoor pool is surrounded by a stone patio, equipped with several lounge chairs. Lush greenery lines the perimeter, providing a natural backdrop. Soft sunlight reflects off the water, enhancing the inviting atmosphere of the spacious area.
Home in Dix Hills
5 out of 5 average rating, 24 reviews

Nice getaway with your family.

Brittani and Chris Rating, 5 stars8 months ago
My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!
Guest favorite
A panoramic view captures snow-covered slopes and a clear blue sky. In the foreground, a modern building with a sloped roof is visible, surrounded by a parking area. The distant hills showcase ski trails marked by tree lines.
Home in Vernon Township
4.94 out of 5 average rating, 203 reviews

Luxury Mountain Retreat Condo - Skiing & More!

BridgetRating, 5 stars6 days ago
We booked the space for a dance competition at Minerals Hotel. The condo was bright and airy and the perfect amount of space for two mother/ daughter pairs. Everything was extremely clean and nicely decorated - and we enjoyed the basket of snacks and water during the late night returns! We will be booking again!

Quick stats about vacation rentals in Sleepy Hollow

  • Total rentals

    10 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    990 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Self check-in, Gym, and BBQ grill

  • Local attractions

    Bridge View Tavern, Lefteris Gyro, and Scenic Hudson RiverWalk Park at Tarrytown

Destinations to explore