Cottage vacation rentals in Hither Hills

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Top-rated cottage rentals in Hither Hills

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Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Jan 10 – 17

R14,295 ZAR per night

Guest favorite

Cottage in Westhampton Beach

4.93 out of 5 average rating, 147 reviews

Cool Tiny Cottage Artist Loft!

He Loved All Things Sea & I Followed Suit. 38 Years Ago My Father Built This Very Special Artist Loft Cottage Retreat. This Tiny Home is One Of A Kind. Throughout The Years Guests & Family Have Come & Gone Creating Beautiful Memories. The Space Is Tranquil, Serene, Peaceful & Harmonious. It’s A Wonderful Romantic Space, Charming For Family Gatherings, or One For A Soul Heart In Transition. All Have Found Passion, Peace and Progress Here. The Cottage Boasts A Fully Fenced In Large Yard, Deck, Grill, Light & Airy Vaulted Ceiling In Living Room With A Chenille Slip Cover Queen Sleeper and Cool Lounger With Library Bookcase With Books And Stereo/CD/Cassette, Color TV & DVD. Staircase to Loft Full Bed & Cute Twin Bed Area. Very Clean & Decorated Adorably. Wifi. Linens & Kitchen equipped, Washer/Dryer. Dining Table for 4 W/Sliders to Deck. Outside Seating for 6 & A Gas Grill. Perfect Place for 2. Quiet At End Of St. 1.5 miles to Rogers Beach Dune Rd/Ocean. 1 Mile To Main Street Village. 15 min to North Fork Wineries & Farms. Agent owned.

Jun 2 – 9

R5,856 ZAR per night

Guest favorite

Cottage in Guilford

4.96 out of 5 average rating, 158 reviews

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Dec 17 – 24

R7,058 ZAR per night

Guest favorite

Cottage in Riverhead

4.85 out of 5 average rating, 130 reviews

Affordable Wine Country Cozy Cottage

Cozy cottage for relaxation in the beautiful, wooded, secluded historic community in Jamesport, on the North Fork just minutes from the Hamptons, wineries, bay beaches, antique shops, farms, bicycling and shopping. A walkable vacation with 6 wineries, 6 outstanding restaurants and bay beaches. Hampton Jitney bus from Jamesport to Manhattan. The 1 BR cottage includes complete kitchen, laundry, free parking, free swimming, tennis and basketball privileges at the Town Beach and one free wine tour.

Dec 4 – 11

R4,694 ZAR per night

Guest favorite

Cottage in Guilford

4.93 out of 5 average rating, 245 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Sep 9 – 16

R5,407 ZAR per night

Guest favorite

Cottage in Montauk

4.91 out of 5 average rating, 139 reviews

Montauk Cottage Escape

EH Town Rental Registry #: 23-483 MINIMUM STAYS REQUIRED Updated, spacious and comfortably furnished home in Montauk. Well situated to get you most places on foot or bike. Less than 10 minute walk to town, beaches, restaurants, nightlife. Walk to Sole East where you can enjoy use of pool and have lunch or a cocktail. Great place to enjoy your time in Montauk. Additional nightly fees apply for 5th guest. Pets considered with prior owner approval (Dogs ONLY). Additional Pet Fee applies.

Nov 2 – 9

R6,957 ZAR per night

Guest favorite

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

R18,615 ZAR per night

Superhost

Cottage in Montauk

4.8 out of 5 average rating, 176 reviews

REDUCED for last min bookings Modern MTK Cottage!

Contemporary home boasts newly finished hardwood floors, mid-century modern furniture, AC and fireplace, (non-working). With a light- filled open plan layout, this house sleeps four adults with two bedrooms. There is one full bathroom and a large outdoor shower for sandy trips from the beach. A fully equipped kitchen, private yard and deck, cookware, BBQ and WiFi ensures this house is your home away from home. Brand new smart TV - apple+ and all the popular apps compatible!

Mar 25 – Apr 1

R8,844 ZAR per night

Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 107 reviews

Coastal Cottage Private Studio

Beautiful coastal studio cottage located on the shoreline of CT. Your cottage is spacious and private with keyless entry and private dedicated parking. Originally an art studio, this recently renovated cottage is one mile to the beaches and local attractions. Our cottage is popular among Connecticut College, Coast Guard Alumni/parents and for anniversary celebrations! Enjoy...Now you can kick back and relax... you've found your home away from home! 🤩🏡 😊

Oct 7 – 14

R3,664 ZAR per night

Guest favorite

Cottage in East Lyme

4.97 out of 5 average rating, 236 reviews

Your Nest Near The Beach

Welcome to A Shore Thing, a retro modern beach cottage. This bright and cheerful escape is perfectly located for exploring the shoreline. Whether you are visiting in the summer for sun, surf and sand or in the quieter off-season, you will find the shoreline is packed with an incredible array of inviting destinations. The cottage is just 3/4 of a mile from the beautiful private sandy beach.

Aug 31 – Sep 7

R5,268 ZAR per night

Guest favorite

Cottage in East Hampton

4.89 out of 5 average rating, 123 reviews

East Hampton Fisherman’s Cottage with Secret Room

This renovated cottage is located just a few minutes from East Hampton Village and is walking distance to Three Mile Harbor. This light filled home features wood flooring throughout, inviting living room with vaulted ceiling, an updated kitchen, two bathrooms (one with a secret entrance!) and a side yard with a brick patio, outdoor shower and hammock.

Dec 17 – 24

R5,451 ZAR per night

Guest favorite

Cottage in Montauk

4.89 out of 5 average rating, 148 reviews

Montauk Waterfront Cottage

Cozy and large two bedroom cottage steps from the edge of Fort Pond. Cottage is very private yet on shared grounds. Water views, fire pit, paddle boards, kayak, and good vibes. Also available are a 3 bedroom house and a 2 bedroom cottage. We do live on the property full time and enjoy making our space a safe and clean environment.

Jun 7 – 14

R9,911 ZAR per night