
Holiday houses in North Haven
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Top-rated holiday rentals in North Haven
Guests agree: these stays are highly rated for location, cleanliness and more.

Whaling Captain Pierson's Apartment TOO
Whaling Captain Pierson's Apartment TOO is at a waterfront property. An apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings of Whaling Captain Pierson's Apartment and Whaling Captain Pierson's Cottage)

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!

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. Ideal for a fall or winter visit to explore the area during the quieter season. 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. Fully self contained and private.

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 .

4 Bedroom Sag Harbor Home w/ Pool & Tennis Access
Perfect getaway for families, friends, or groups looking for a centrally located space to enjoy all that Sag Harbor has to offer. Inside you’ll find: -4 bedrooms -2 full bathrooms -Kitchen with adjacent dining area -Two living spaces -Airy sunroom Step outside to enjoy: -Back deck with outdoor seating -Easy access to Long Beach and Main Street (car ride, bike, walk) -Park, Bay access close by -**Pool is being renovated and will not be ready until Mid to late June**

3 Min Walk to Beach| 1 Mile to Town | Fam-Friendly
<b>The Greenport Beach Cottage</b> Rated 5.0 ⭐️by 50+ Reviews | Top 5% of All Airbnbs ✔️ Newly renovated 800 sq ft coastal cottage ✔️ 3 minute walk to beach, 4 minute drive to town ✔️ Sleeps up to 5 guests ✔️ Family- & Dog-Friendly ✔️ Backyard with 2 fire pits, charcoal & gas grill, outdoor shower ✔️ Garage with 4 beach cruiser bikes, Foosball table & small gym area Book your coastal getaway now- summer dates are booking up! IG: @thegreenportbeachcottage

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

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.

Secluded Farmhouse - Studio Apartment Style Unit
Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

3 Bedroom Cottage Gem
Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

Cozy Cottage on the Great Pond near beach.
In the heart of wine country is the adorable , nautical inspired cottage surrounded by nature, on a beautiful freshwater pond, a quick walk or bike ride away from a beautiful beach on Long Island Sound. Hiking, fishing, wine tours, farmstands abound!
Popular amenities for North Haven holiday rentals
Other great holiday rentals in North Haven

North Fork Waterfront Escape · Sunset Views

Luxe Beach Cottage | Steps to Water | Firepit

Chic cottage on lush, secluded acre by the beach.

Stylish Beach Getaway: pool & walking location

Incredible 2 Bedroom Waterfront Cottage!

Light-filled Retreat by the Bay

Beach house @ NoFo

Le Petit Cottage, Southold, NY
Frequently Asked Questions
Are there family-friendly house rentals in North Haven?
North Haven has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in North Haven?
Experience the best of North Haven with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in North Haven?
Four-legged friends are welcome in North Haven. Choose from more than 10 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in North Haven?
Yes! Work meets play with ease at over 10 house rentals in North Haven featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there North Haven house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in North Haven, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in North Haven have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in North Haven. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in North Haven have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in North Haven. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in North Haven have wifi?
Absolutely! We offer over 40 house rentals with wifi in North Haven. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in North Haven have free parking?
Absolutely! We offer over 30 house rentals with free parking in North Haven. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in North Haven?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 40 homes with wifi, over 30 homes with air conditioning, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in North Haven

Total holiday rentals
Explore 40 holiday rentals in North Haven

Nightly prices starting at
North Haven holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of North Haven holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across North Haven rentals

4.9 Average rating
North Haven stays are highly rated by guests—averaging 4.9 out of 5!
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- Ocean Beach Park
- East Matunuck State Beach
- Mohegan Sun
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- Long Island Aquarium
- Mystic Seaport Museum
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- Yale University Art Gallery
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- Ocean Beach
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