Vacation rentals in North Sea

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Top-rated vacation rentals in North Sea

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Guest favourite

Home in Southampton

4.92 out of 5 average rating, 26 reviews

Stylish Designer's Retreat in Southampton

Slip into relaxation mode with your own private Hamptons sanctuary. Centrally located on a peaceful cul-de-sac, you will have access to all the Hamptons has to offer while feeling like you are away from it all. This bright, professionally decorated home features two fireplaces, renovated bathrooms, upscale furnishings and luxury touches like linen bedding. Sip a drink in the den with wet bar or lounge/dine alfresco on the expansive deck while enjoying the mature trees. Close to beaches and town.

Mar. 16 – 23

$960 CAD per night

Guest favourite

Apartment in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Aug. 28 – Sep. 4

$589 CAD per night

Guest favourite

Home in Southampton

4.98 out of 5 average rating, 56 reviews

Southampton Beachy-Zen Cottage- walk to beach!

This is the perfect beachy Hamptons cottage located a short walk to a private bay beach. Decor is modern-coastal-surfy-chic w/ a hint of Zen. Located in a great spot equi-distance to Southampton Village & Sag Harbor (10 min). Beautiful screened-in outdoor gazebo w/ lights & a fan. Teak table & lounge chairs make the perfect hang-out for meals, wine, or just chillin'! Fenced in yard (front & back) w/ tables & loungers. Beat the traffic w/ this Noyac Rd location- no need to get stuck on Mtk Hwy!

Aug. 30 – Sep. 6

$1,119 CAD per night

Guest favourite

Cottage in Southampton

4.94 out of 5 average rating, 63 reviews

Modern Southampton Cottage | Heated Pool & Peloton

Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air. Newly renovated kitchen with high end appliances, large outdoor deck that is perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 mins to Coopers Beach.

May 3 – 10

$1,092 CAD per night

Guest favourite

Guesthouse in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

Sep. 21 – 28

$497 CAD per night

Guest favourite

Guest suite in Cutchogue

4.9 out of 5 average rating, 83 reviews

Enjoy a relaxing getaway to the North Fork

Newly renovated, one bedroom suite, with separate entrance in quiet Nassau Point; a peninsula, surrounded by beaches. Nassau Point is a great place to bike, walk and enjoy nature. Fully functioning WiFI for guests looking to extend their stay, while working from home. Fishermen's beach is a 5 minute walk Causeway beach is a 10 minute walk with parking. Point beach, 1.5 mile walk, a Southold Parking Permit required. You will find 20 wineries within 5 miles, just a short Uber ride away.

Jun. 3 – 10

$275 CAD per night

Guest favourite

Cottage in Southampton

4.96 out of 5 average rating, 100 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Dec. 30 – Jan. 6

$1,430 CAD per night

Guest favourite

Guesthouse in Southampton

4.98 out of 5 average rating, 45 reviews

Southampton Modern Barn, Private Hot Tub and Pool

This magical getaway delivers peace and relaxation. Wake up to coffee on your private deck with bucolic views. Play in your heated, saltwater pool, and relax under the stars in your hot tub (open year round). During your stay, these amenities and more will be for your personal use. Stroll to the owner’s dock on Big Fresh Pond, for paddle boarding, kayaking and sunsets. You can also drive 8 minutes to Southampton Village for shopping, restaurants, art galleries and Ocean Beaches.

Sep. 21 – 28

$897 CAD per night

Guest favourite

Home in Greenport

4.92 out of 5 average rating, 423 reviews

Blue Bay Dream

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Jan. 14 – 21

$186 CAD per night

Guest favourite

Home in Southampton

4.96 out of 5 average rating, 50 reviews

Renovated Southampton Shores pool, tennis, beach

Fully renovated; the house was gutted top to bottom. Heated pool, water views, massive bbq, four bedrooms, three full baths and two pull-out couches. New kitchen, floors, windows, etc. Designed with comfort in view. Everything new! The large master bedroom has two walk in closets and en suite bathroom. Southampton Shores residents and our guests have access to a private bay beach as well as three tennis courts for your use. Heated pool is private to the house.

Oct. 28 – Nov. 4

$1,314 CAD per night

Guest favourite

Home in Southampton

4.98 out of 5 average rating, 90 reviews

Breezy Waterfront Home With private Dock

This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock.

Oct. 15 – 22

$931 CAD per night

Guest favourite

Guest suite in Cutchogue

4.88 out of 5 average rating, 586 reviews

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!

Oct. 15 – 22

$246 CAD per night