Holiday rentals in Syosset

4.92 out of 5 average rating, 26 reviews

Home in Woodmont

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.

5 out of 5 average rating, 8 reviews

Home in Fairfield

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

5 out of 5 average rating, 48 reviews

Home in Greenwood Lake

Craftsman Cottage w Lakefront

Completely renovated with expert craftsmanship this new 2-bedroom cottage with loungy loft features wood beams, windows and water views. Centrally located, it's a quick walk to nearby waterfront restaurants, Main street shops, the NYC bus stop and the town beach. Passes provided. Lakefront access from the property with a dock to bring or rent a boat. If non motorized vessels are more your speed, kayaks and SUP's are on site for paddling in the calm waters of our no wake zone. STR Permit # 23-92

Cottage in Greenwood Lake

4.96 out of 5 average rating, 48 reviews

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski

Rental ID# 23-67 4 Season Home for relaxation with cedar sauna, hiking, wineries & skiing! Bring the whole family to this great home with lots of room for fun. This house has it all! The community children’s playground is steps from house. There is a basketball hoop on property & plenty of trees. Passes (6) provided for public beach with lifeguards, lake to swim, BBQ pits with playground & shower facilities on site. We have beach towels, rolling cooler, and beach chairs available for guests.

4.92 out of 5 average rating, 51 reviews

Cottage in Milford

Salty Kisses Beach Cottage Milford CT

Salty kisses cottage. Bright clean &Cozy. The perfect getaway. Wake up & enjoy sunrise and catch the sunset on the beach. Beach access across street. Public beach Silver Sands Park@ end rd. 2 miles stretch of beach. Enjoy Lobster rolls, ice cream parlors, marina fresh juice. Live music downtown. Scenic bike route. Bring you Water shoes walk out to famous Charles Island Bird lovers? Private yard w grill, dining table, sundeck, hammock, corn hole. Wifi, Ac, outdoor shower. Close to Tydes/ Yale

4.92 out of 5 average rating, 205 reviews

Guest house in Milford

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

4.93 out of 5 average rating, 27 reviews

Home in Woodmont

Cozy Milford Beach House

Charming beach house in lovely New England neighborhood. Walking distance to a few small little restaurants/bars and small shopping plaza. Beautiful hard wood floors throughout with carpets to make a warm inviting home. An updated on-demand hot water heater as well as a brand new washing machine updated 2021. Porch has a lovely ocean view with enough seating to eat outside or just hang out with a nice glass of vino or coffee. A few minutes from downtown Milford, train station and Gulf Beach.

4.96 out of 5 average rating, 425 reviews

Cabin in Greenwood Lake

"Cabinessence" on Greenwood Lake, 60 mi from NYC

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

4.76 out of 5 average rating, 55 reviews

Home in Milford

Sky-Top on Private Sandy Beach

Charming two bedroom located on Silver Sands Beach with magnificent ocean views and full private beach access! Located in a cute, beachy, family-friendly neighborhood with tons of activities to do! 1-mile boardwalk at the end of our street and a national state park. You can also find some of the best restaurants and shops in downtown Milford (1-Mile away) and New Haven just 15 minutes away… New Haven pizza is a must while in CT!!! Unwind to breathtaking sunrises and sunsets all year round!

4.8 out of 5 average rating, 5 reviews

Flat in Ocean Beach

2BR Apartment with Terrace

This modernized two bedroom apartment with terrace views of the bay offers a perfect blend of comfort, convenience, and coastal allure. Equipped with a fully stocked kitchen, Smart TV, WiFi and washer/dryer. Three Beach chairs and umbrella. Sleeps 5 comfortably with 3 twin beds and 1 full bed. Located steps away from an array of restaurants, bars, and shops, with the beach just a 5-minute stroll away. Don't miss out on this perfect coastal retreat – book now for an unforgettable vacation!

5 out of 5 average rating, 43 reviews

Home in Ocean Beach

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.