Vacation rentals in Old Brookville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Old Brookville

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A front porch is framed by white railings, featuring three white Adirondack chairs positioned for relaxation. Lush greenery surrounds the area, creating a peaceful outdoor space. Steps lead down to a stone pathway, with trees visible in the background.

Apartment in Greenwood Lake

4.94 out of 5 average rating, 85 reviews

Apartment in Lovely Lake House,Pets welcome!

Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

Superhost

A serene beach view features soft sandy shores leading to calm waters. A small wooden bench is positioned in the foreground, while a sailboat glides gracefully on the horizon. Gentle waves can be seen lapping at the shoreline under a clear blue sky.

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Superhost

Two comfortable chairs are positioned on a spacious porch, offering a clear view of the beach and ocean. The horizon is visible in the distance, with calm waters under a blue sky dotted with clouds.

Home in West Haven

4.79 out of 5 average rating, 43 reviews

Beachside Retreat

***Brand new to Airbnb, the Beachside Retreat is perfect for a quick getaway or a longer short term stay. Gorgeously renovated home has 4 spacious bedrooms, living room & dining room large enough to entertain and kitchen perfect for making those home-away-from-home meals. Across the street from the beach, wake up to stunning sunrises with your morning coffee or relax on the wrap around porch and watch the sunset. With walking trails, restaurants and shops close by you never have to go far.

Top guest favorite

A wooden boardwalk leads toward the beach and ocean, bordered by vibrant umbrellas and beachgoers enjoying the sun. The clear blue sky reflects over the water, creating a serene coastal view. The structure allows for easy access to sandy shores.

Home in Ocean Beach

5 out of 5 average rating, 43 reviews

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

Guest favorite

A serene beach scene stretches along the shoreline, featuring smooth sand with footprints leading toward calm blue water. A clear sky with light clouds enhances the tranquil atmosphere, providing an inviting space for relaxation and enjoyment.

Home in Milford

5 out of 5 average rating, 5 reviews

Seaside Paradise

Welcome to our beach house in Milford! This getaway is just a short walk from the beach, making it the perfect vacation spot for families or groups of friends. Whether you're looking to soak up the sun on the sandy shores, explore the charming town of Milford, or simply relax in a comfortable beach house, our rental is the perfect choice. We can't wait to host you and make your beach vacation unforgettable. Book now and start counting down the days until your beachside getaway!

Top guest favorite

Home in Greenwood Lake

5 out of 5 average rating, 29 reviews

Greenwood Lake’s Iconic Lakefront “Icehouse”

Need a respite from the hustle and bustle of everyday life? This 4 Bedroom, 4 Bath home is located directly on the lake. Two floors of open living space with magnificent views of the lake and mountains. Families and couples can enjoy games indoors and out - with an expansive property and a chimenea fire pit and BBQ. A quick walk to Cove Castle Restaurant. 30 min drive to Legoland 20 min drive to wineries and breweries 15-20 min drive to NY Renaissance Faire PERMIT # 33387

Superhost

A charming building is illuminated by soft evening light, surrounded by blossoming trees adorned with twinkling lights. Outdoor seating is visible, inviting guests to enjoy the vibrant atmosphere of the town. The sky transitions to a serene twilight blue, enhancing the scene.

Guest suite in Branford

4.9 out of 5 average rating, 99 reviews

Granite Bay Getaway - Private Studio Apartment

Enjoy Long Island Sound in this cozy getaway. Three block walk to shore. Quiet residential neighborhood. Private deck with lovely afternoon light. Private entrance. Fully equipped eat in kitchen. Picturesque shoreline town of Branford. Many wonderful restaurants, 2 within walking distance. Land trust hiking trails at end of street. Ten minutes to New Haven, Yale & Avelo airport. Train station 2 miles away with connections to New York City and Boston. ½ mile from CT Hospice.

Top guest favorite

A well-lit wooden deck features comfortable seating arrangements with padded chairs, perfect for relaxation. Soft lights illuminate the space, creating a welcoming atmosphere. A protective railing borders the deck, with a view of a privacy fence in the background.

Home in Milford

5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Guest favorite

A quaint cottage is shown nestled among trees, overlooking Greenwood Lake. Colorful autumn foliage frames the scene, with water and distant hills visible in the background. The cottage features a dark exterior and a small path leading to a covered entrance.

Cottage in Greenwood Lake

4.93 out of 5 average rating, 87 reviews

Cottage with Picturesque Views

Quaint Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 2 BR, 1 Bath private 2 car parking. Fenced in deck allows for scenic dining. Fire pit with Adirondack seating allows for around the fire gatherings. #CozzyCottage_GWL Town of Warwick Short Term Rental Permit # 34234

Top guest favorite

A scenic view of the river, showcasing lush green hills in the background and a collection of boats docked along the shore. A wooden deck is visible in the foreground, framed by a fence and greenery, inviting relaxation by the water.

Cottage in Sea Bright

4.95 out of 5 average rating, 131 reviews

Sea Bright NJ Cottage 1 block from BEACH sleeps 6!

RARE Off Street Parking for 4 compact cars or 3 SUVs This 3 bedroom beach cottage is a perfect, cost effective alternative to a hotel stay. Wifi, N64, HBO, Cable & board games for those rainy days. Fully furnished bedrooms, one bedroom has home office desk set up, living area, and kitchen, to our comfortable lounge area, BBQ, and outdoor shower. Perfect way to relax after a fun day at a beach, event, or exploring the beautiful town of SeaBright!

Guest favorite

A waterfront area features two blue Adirondack chairs set on green grass, accompanied by a stone fire pit. The lake extends into the distance, framed by rolling mountains under a clear blue sky. A decorative swan enhances the tranquil outdoor setting.

Home in Greenwood Lake

4.96 out of 5 average rating, 53 reviews

Water's Edge Lakefront Home

Enjoy this spectacular spot on the lake with stunning views and waterfront access. Close to NYC is a picturesque lake with water sports-swimming, boating etc! Short drive to wineries, breweries, golf courses, restaurants, local beach, weekend concerts on the beach, marinas, boat rentals, boat tours & nearby shopping. Nearby Warwick outdoor drive in and Bellvale creamery. Come and make special memories that will last a lifetime! STR Permit # 21 7853

Guest favorite

A spacious outdoor deck is furnished with a large sectional seating area, featuring soft cushions for comfort. A glass-top coffee table is positioned at the center. The view includes a glimpse of the nearby beach and coastal structures.

Home in Milford

4.91 out of 5 average rating, 57 reviews

Modern Beach Getaway

This 4 bedroom, 3 bathroom vacation rental in Milford, CT, boasts beautiful hardwood floors, high ceilings, and an open-concept living area perfect for entertaining guests. Each bedroom is tastefully decorated, and the fenced-in private yard features a deck and firepit area. The rental is located across the street from a private beach and is a short drive from local shops and restaurants, making it the ideal spot for a summer getaway.

0 of 0 items showing

What guests are saying

Salty Kisses Beach Cottage Milford CT

4.92 out of 5 average rating, 51 reviews8 months ago

We had a wonderful stay at Salty Kisses. The home is very comfortable and extremely well appointed. We enjoyed the proximity to the ocean as well as the ability to relax in the yard on the hammock or by the fire pit. Denise was very responsive to all communications and gave us lots of information about the area. Thank you for being such a great hostess!

Cottage in Milford

What guests are saying

La Sirena Beach Cottage

4.96 out of 5 average rating, 24 reviews2 days ago

House was just as it looked in the pictures - beautifully decorated. Has everything needed for a vacation. Comfortable, bright and cheerful. Back yard was private. House was fully stocked with what was needed along with beach supplies in the outdoor shed. Quick walk to the beach. Would easily rent again!

Home in Woodmont

What guests are saying

Seaside Cottage: water views, walk to beaches!

4.99 out of 5 average rating, 71 reviews1 week ago

Ken is hands down the best host I’ve ever had. He not only genuinely cares about the property but also the people who stay there. We booked on very short notice due to a family emergency and he wasted no time getting that place together for us. We stayed for almost a full 2 weeks and every day Ken just does a good morning text making sure everything is good! Very consistent and considerate host! The location is nice, it’s sits across the road from the LI sound but you’re able to still see the water from the front porch. My morning runs were filled with dog walkers, other runners and some very impressive homes and beautiful ocean side runs. The back yard is perfect for a family BBQ after a beach day. He has so many different toiletries and amenities at the house where you can almost come with nothing but clothes and be perfectly fine. I rate the host and the property 5stars because that’s the experience I guarantee you’ll have as well.

Home in Woodmont

What guests are saying

*Waterfront Modern Home w/Hot Tub and Fast Wifi

4.96 out of 5 average rating, 78 reviews3 days ago

This place was everything we could ask for. Its a very cozy house in Greenwood lake, has all the amenities, cozy hot tubs inside and outside, great kitchen and beautiful lake facing backyard. Jack, the host was very responsive and made sure we had what we need. The neighborhood is lovely when you are looking for a day trip from Jersey, without a very long drive. Lots of great places to eat close by! We had a comfortable stay!

Home in Greenwood Lake

What guests are saying

Entire basement w/ washer dryer

4.97 out of 5 average rating, 31 reviews4 months ago

We came over to New York for a 1 week holiday, where one of the options was this AirBnB, and after looking around we ended up settling with this one. Bill has been a great host, always proactive and quick to respond when there was something we didn't have. the Airbnb itself is as described, comfortable for 2 people. We were concerned that it might not be worth enough given we visited in December, though thankfully there is a good central heating; the additional heaters weren't required, but the heated blanket was a nice touch. Lovely locations nearby, and we actually spent half the week just staying in Oceanside as everything was a walking distance away. Getting into Central New York City is best done by walking 20 minutes to Oceanside station, and taking the LIRR straight in. Highly recommend to anyone wanting to visit NYC. We'd happily stay here again if we visited NYC again.

Home in Oceanside

What guests are saying

Hillside villa with 9-mile lake views

4.99 out of 5 average rating, 86 reviews2 weeks ago

Great location, beautiful scenic views, very private with all amenities a small group needs for a perfect vacation or friends and family meet. Highly recommend it. EV charger in the garage was a big relief since we came in with two EVs. Easy check in. No difficulty in finding the house. Lisa was a great host. We will come back again.

Villa in Greenwood Lake

What guests are saying

2BR Apartment with Terrace

4.8 out of 5 average rating, 5 reviews8 months ago

Mathew was very accommodating and very responsive. His location on the board walk was very centrally located. Walking distance to everything. He allowed late check out which was nice. It was my first time on the island so was not aware of many rules and regulations. I suggest researching before booking.

Apartment in Ocean Beach

1 of 12 pages