Holiday rentals in Sag Harbor Yacht Club

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Top-rated holiday rentals in Sag Harbor Yacht Club

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Top guest favourite
Cottage in Sag Harbor
5 out of 5 average rating, 65 reviews

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

Superhost
Guest house in Sag Harbor
4.86 out of 5 average rating, 115 reviews

Charming 2BR Cottage, Walk to Town

Beech Tree Cottage is a charming 2-bedroom, 1-bath, two-story cottage conveniently located in the peaceful historic district of Sag Harbor, NY. It is a 5-minute walk along the waterfront to Main Street and the center of the village. PLEASE NOTE: We are currently only accepting week- or month-long stays for July and August. We will open up forshort stays in summer subject to availability after May 15. (Short stays are ok in other months.) Please review our house rules before making an inquiry.

Guest favourite
A charming two-story house features a light exterior with contrasting blue shutters. A white picket fence with hydrangea plants encloses the front yard, while trees provide shade. The sloped roof adds character, and the surrounding greenery enhances the home's inviting presence.
Home in Sag Harbor
4.9 out of 5 average rating, 112 reviews

Walk to Village Sag Harbor Victorian

Charming 2 bedroom 2 bathroom house in the historic Village of Sag Harbor with view of pond and park. Walking distance (not driving) to the quaint village with restaurants, shops, long wharf, gym, yoga. Living room with fireplace, dining room, kitchen and office. Upstairs loft ensuite bedroom and bathroom. Downstairs bedroom and full bath with tub and shower. Flower filled back deck with BBQ. Wireless internet, 2 TV's, air conditioner units, washer dryer. Minutes to ocean and bay beaches.

Top guest favourite
A charming orange house with white shutters features a welcoming front entry. Four large windows, adorned with flower boxes, enhance the inviting appearance. Lush greenery surrounds the front yard, complemented by neatly trimmed bushes and a pathway leading to the entrance.
Flat in Sag Harbor
4.99 out of 5 average rating, 220 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Top guest favourite
An inviting outdoor sitting area features wooden chairs positioned near French doors. The space is surrounded by lush greenery, and a stone pathway leads to the entrance of the studio apartment. Flowering vines and potted plants add a touch of nature.
Guest suite in Sag Harbor
4.9 out of 5 average rating, 394 reviews

Artists Sag Harbor Village Retreat

This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Fully self contained and private. Main Street is lively and all restaurants are open. Central heat with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking in driveway close to entrance. Not suitable for infants or children.

Top guest favourite
Flat in Sag Harbor
4.94 out of 5 average rating, 141 reviews

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Top guest favourite
Home in Sag Harbor
4.89 out of 5 average rating, 111 reviews

The Cooper-Burke House

Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

Top guest favourite
Home in Sag Harbor
5 out of 5 average rating, 101 reviews

Sag Harbor Village Gem

Sag Harbor Village Gem. 3 br, 2.5 ba., Enclosed Porch, Great Room with Fireplace, Charming Patio and Yard, Grill, Garage. Nicely landscaped property. House is immaculate. Spacious Master Bedroom with high ceiling. All bedrooms have beautiful dressers and TVs. Washer / Dryer. 10 minute drive to Ocean Beaches and 1 to 2 minute drive to Harbor Beach. 8 to 10 minute stroll to heart of Sag Harbor Village Main St.

Guest favourite
Home in Sag Harbor
4.95 out of 5 average rating, 317 reviews

Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Guest favourite
A charming studio cottage is framed by lush greenery, featuring a well-maintained garden with blooming flowers and shrubs. Two white Adirondack chairs sit on the grass, inviting relaxation. A small air conditioning unit is visible in the cottage window, enhancing comfort during warmer days.
Guest house in Sag Harbor
4.83 out of 5 average rating, 145 reviews

Sag Harbor Cottage in historic district

Charming studio cottage in the historic district of Sag Harbor. Comfortable queen bed. Walk to shops or restaurants downtown. Nearby beaches for swimming, kayaking or sailing. Great location to explore all of the Hamptons or get to know Sag Harbor with its unique charm and friendly atmosphere. We are the "un-Hamptons."

Guest favourite
A modern kitchen features light cabinetry and natural stone backsplash, with stainless steel appliances. A spacious island with a countertop provides additional workspace. Natural light enters through the window, highlighting the kitchen's clean lines and organized layout.
Home in Sag Harbor
4.86 out of 5 average rating, 167 reviews

Sag Harbor House for rent.

3 bedroom 2 bath Cape Cod less than 1 mile to the great village of Sag Harbor. Brand new kitchen. Beautiful beaches are just a short drive or jog away. Perfect getaway spot where you can walk or cycle to town or beach. BBQ out back or walk into town for a bite.

Top guest favourite
Home in Sag Harbor
5 out of 5 average rating, 5 reviews

Sag Harbor Village 3 Bedroom Gem

*Newly listed* Sag Harbor Village at its most convenient. This historic landmark has been fully reimagined by a local designer. Just a short stroll from Sag Harbor’s boutiques, restaurants, and waterfront, this home is the quintessential Hamptons retreat.

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