Holiday rentals in Jamesport
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Top-rated holiday rentals in Jamesport
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Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor 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.
26 Mar – 2 Apr
Cottage in Riverhead
4.85 out of 5 average rating, 127 reviewsAffordable 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.
8–15 Mar
Home in Jamesport
5.0 out of 5 average rating, 56 reviewsWalk to Vineyards, Beach, Restaurants • Sleeps 8
• Spacious 3 BR house in heart of Jamesport - includes King, Queen & 2 twin beds. Queen air mattress also available. • Great for family vacations, weekend getaways & local weddings. • Clean sheets, pillows, fresh towels & toiletries. • Backyard complete w/ outdoor bbq, fire pit, hammock & patio seating. • Cook in open kitchen fully equipped w/ dishes, utensils, spices, pots & pans; eat local ingredients from nearby farms & markets. • Indoor & outdoor dining tables seat up to 8 guests.
18–25 Feb
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Other great holiday rentals in Jamesport
Holiday home in Flanders
4.99 out of 5 average rating, 67 reviewsAmazing Waterfront Bungalow
3–10 Apr
Home in Mattituck
5.0 out of 5 average rating, 28 reviewsImmaculate NOFO Beach House Steps from Beach
9–16 Dec
Home in Riverhead
4.96 out of 5 average rating, 48 reviewsStunning Farmhouse W/Heated pool in NoFo by winery
13–20 Jan
Home in Mattituck
4.93 out of 5 average rating, 44 reviewsNorth Fork Wine Country Cottage Heart of Mattituck
25 Oct – 1 Nov
Flat in Center Moriches
5.0 out of 5 average rating, 18 reviewsModern Private Studio Perfect for Relaxing Getaway
3–10 Feb
Home in Cutchogue
4.96 out of 5 average rating, 24 reviewsNorth Fork Estate in Midst of Vinyard
7–14 Dec
Home in Cutchogue
5.0 out of 5 average rating, 17 reviewsNorth Fork Escape Heated Pool Beach & Wineries
30 Oct – 6 Nov
Home in Mattituck
4.94 out of 5 average rating, 16 reviewsElena’s Beach house
1–8 Jul
Cottage in Riverhead
4.93 out of 5 average rating, 43 reviewsBeautiful cottage on East End
4–11 Nov
Home in Riverhead
5.0 out of 5 average rating, 7 reviewsPrivate Beach access along the Wine Trail
17–24 Nov
Home in Mattituck
4.91 out of 5 average rating, 58 reviewsWalk to Breakwater Beach in Heart of Wine Country
10–17 May
Home in Aquebogue
5.0 out of 5 average rating, 22 reviewsEntire Home @ Heart of Long Island Wine Country
30 Dec – 6 Jan
Quick stats about holiday rentals in Jamesport
Total rentals | 70 properties |
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Rentals with a pool | 10 properties have a pool |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 50 properties are a good fit for families |
Total number of reviews | 1.2K reviews |
Nightly prices starting at | $121 SGD before taxes and fees |
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- Monthly Rentals Jamesport
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