Vacation rentals with breakfast in Shelter Island Heights

A Cheerful 2 - Bedroom Cottage

The cottage is the perfect resting spot for travelers. While staying here you can enjoy nature, farms, vinyards, beaches, golfing, and local attractions. We are conveniently located between the North and South Forks of Long Island. We are in walking distance to the Hampton's Jitney. A 2 min drive to the LIE. And just a 40 min drive to the Orient Pt Ferry. We are 30 mins to The Hamptons, and 5 mins to the LIRR. Most importantly we can assure your stay with us will be, peaceful and comfortable.

POOL + Beach Oasis! Winter deals 2+ nights!

Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

Beautiful 4/bedroom Sag Harbor Home /Heated pool

Spacious 4 bedroom, 3 1/2 bathrooms,Heated pool with outdoor shower.Located on one acre, in beautiful upscale neighborhood,at end of quiet cul-de-sac street. Large 65"TV in huge cathedral ceiling main living room . 65'screen TV in large separate den,with treadmill. King size bed on 1st floor bedroom with 2 beds next door New large Spa bathroom on 1st floor. King size master bedroom 2nd floor,55"TV,with en-suite 2 beds in add bedroom, with en-suite bath July and August are Monthly Rentals

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Beach home waterfront LI amazing view 3/3 bed bath

Beach front home with spa/ PRIVATE BEACH , Water park, wineries, aquarium & ocean within20 min. Granite covered barbecue, wet bar and 55” TV . Fire pit, comfortable seating while watching sunrise or sunset from your overlook onto LI SOUND. 3 bedroom , 3 full bathroom with 2 queen beds and 1 king. Enjoy spectacular views from the windows with cozy relaxed living and dining areas. Day trip to Hamptons, Montauk all attractions and highways. Hiking trails , parks and recreation.

Convenient, Private & Quiet apartment downtown

The bright, third floor walk-up apartment is in a 1890’s Victorian row home. We are located on a tree lined street, beside Wooster Square park, and ten minutes walk to Yale old campus and downtown New Haven. There is plenty of free street parking, out front. The full kitchen, separate living room, with desk & TV, bedroom, & bath with tub/shower, makes the apartment a cozy home-away-from-home, or vacation spot. It is great for weekend visits or longer extended stays.

Page Guest House

Updated, private detached guest house in the center of Guilford's historic district just steps from the town center. The guest house is completely renovated. Walk to everything including shops and restaurants. Town Beach and doc are just under 1.5 miles away. The second bedroom has a twin bed. You have to walk through twin room to get to master. Apartment is one floor with no steps. Bathroom is tiled and shower is walk in with no lip or tub and is easily accessible.

Sag Harbor Beach Cottage

Quaint, clean beach cottage with designer gardens that offer privacy. Conveniently located 2 1/2 blocks from Circle beach and Hidden Cove Marina, it is a short drive into downtown Sag Harbor and a 1/4 mile walk to Trout Pond. and nature trails. Up the street we have a grocery store, liquor store, restaurant and deli. Kayak rentals nearby. Outdoor shower with hot water for rinsing off and a gas grill for outdoor dining. Central AC/Heating system.

Greenport Beach house Mini Resort Spa & Catering

Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

A Little Slice of Heaven

Located in the exclusive Lions Head Beach Association, enjoy all the amenities of a waterfront community. Paddle-boards and kayaks are at your fingertips. Enjoy amazing sunsets at your private beach with a glass of rose, relax on your secluded back deck and enjoy the illustrious gardens, or rock in your rocking chair on the front porch. Relaxation is your for the taking! What are you waiting for? Book now!

Wooster Retreat | Pizza | Boho

Want to smell the pizza from your front door? The Wooster Retreat is a comfortable, modern & Boho fusion 1 bedroom that is steps from the best pizza in the world. Intentionally designed and well-equipped above and beyond, massive kitchen opening into the living space! Conveniently close to everything: 10 minute walk to downtown New Haven, Yale, restaurants, bars, train station, and art museums.

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!