
Holiday rentals 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.

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.

Serene, private, Hamptons oasis; 1 block to dining
Enjoy the serenity and privacy of your own large home! Ideally located 8 mins to Main St., 1 block to waterfront dining + 5 minutes to beaches. Hang poolside with nature surrounding you; you may spot a deer or bunny on the property! Spark up the BBQ + firepit under the starry sky; sip your morning coffee on the porch, enjoy 80' streaming TV. Walk just 1 block to waterfront cafe + restaurants, enjoy dinner + cocktails w/ the best sunsets. Drive 3-10 minutes to Main Street, beaches + much more!

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

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!

Designer home in Sag Harbor : 5BR walk to beach
Nestled in Sag Harbor, this elegant 5-bedroom home offers a saltwater heated pool just 2 miles away from the town. A mere five-minute stroll takes you to the Serene Green local farm stand and Long Beach Bay, where you can indulge in swimming, paddleboarding, and witnessing breathtaking sunsets. The chef's kitchen is perfect for culinary adventures, and you can savor your meals either poolside under the charming string lights at the 8-person farm table or indoors at the 8-person table

Steps to the Beach - Designer Cove House Cottage
All new modern interior and exterior furnishings by luxury interior designer. Enjoy fabulous water views on the expansive mahogany deck from this sweet beach cottage that was completely renovated and is a short walk to beautiful Long Beach and just a couple of miles to Sag Harbor's Main St. The home features an open floor plan, cozy gas fireplace, an updated kitchen with stainless appliances and Viking range. Three bedrooms (one with a private office) and an outdoor shower.

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.

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.* Inquire: IG @ Tal.Adla.Hamptons

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.

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).
Popular amenities for North Haven holiday rentals
Other great holiday rentals in North Haven
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Beautiful Home on Shelter Island

Idyllic Designer Sunny Cottage StepsToBeach 1.2 ac

Cute cottage apartment upstairs in Sag

Head of Pond House - Waterfront Cottage

Secluded Luxury: New Gunite Pool, Walk to Bay

Charming Sag Harbor Cottage by the Beach!

Chic and charming cottage with pool by the bay.
Frequently Asked Questions
Are there family-friendly vacation rentals in North Haven?
North Haven has more than 30 family-friendly stays. 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 vacation rentals in North Haven?
Four-legged friends are welcome in North Haven. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in North Haven?
Yes! Work meets play with ease at over 10 vacation rentals in North Haven featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there North Haven vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes 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 40 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 40 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 40 homes with wifi, over 40 homes with free parking, over 40 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 £7 per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
40 of North Haven holiday rentals include wifi 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!
Destinations to explore
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- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Sunken Meadow State Park
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Wölffer Estate Vineyard
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards
- Bluff Point State Park





