Hot Jamesport Cottage Rates

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Featured Cottages in Jamesport

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
The price is AU$525 per night from 10 Apr to 11 Apr
AU$525
includes taxes & fees
10 Apr - 11 Apr
With a stay at this cottage in Orient, you'll be on the beach, just steps from Oysterponds Historical Society and a 2-minute drive from Island's End Golf & Country ...
Orient Village — Historic Bayfront Cottage — 2025 Season
Hampton Cottage.

Hampton Cottage.

Hampton Bays
The price is AU$543 per night from 6 Apr to 7 Apr
AU$543
includes taxes & fees
6 Apr - 7 Apr
With a stay at this cottage in Hampton Bays, you'll be within a 10-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Hampton Cottage.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Greenport
Located in Greenport (Pipes Cove), this cottage is within a 15-minute walk of Railroad Museum of Long Island and East End Seaport Maritime Museum.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
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Location and views! Located directly on Shinnecock Bay!

Location and views! Located directly on Shinnecock Bay!

Southampton
When you stay at this cottage in Southampton, you'll be on the waterfront, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Location and views! Located directly on Shinnecock Bay!
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Calverton
The price is AU$639 per night from 20 Apr to 21 Apr
AU$639
includes taxes & fees
20 Apr - 21 Apr
Located in Calverton, this cottage is by the sea, within a 10-minute drive of Baiting Hallow Golf Club and Roanoke Vineyards.
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cutchogue
When you stay at this cottage in Cutchogue, you'll be near the beach, within a 5-minute drive of Bedell Cellars and Pindar Vineyards.
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Hamptons Vacation Rental w/ Seasonal Pool!

Hamptons Vacation Rental w/ Seasonal Pool!

Hampton Bays
With a stay at this cottage in Hampton Bays, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and Regal UA Hampton Bays.
Hamptons Vacation Rental w/ Seasonal Pool!
Charming 3-bedroom cottage in fabulous Greenport

Charming 3-bedroom cottage in fabulous Greenport

Greenport
With a stay at this cottage in Greenport, you'll be within a 15-minute walk of Kontokosta Winery and 67 Steps Beach.
Charming 3-bedroom cottage in fabulous Greenport
Southold Cottage w/ Patio & Grill - Walk to Beach!

Southold Cottage w/ Patio & Grill - Walk to Beach!

Southold
When you stay at this cottage in Southold, you'll be by the sea, within a 5-minute drive of Croteaux Vineyards and Corey Creek Winery.
Southold Cottage w/ Patio & Grill - Walk to Beach!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Jamesport Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Jamesport will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Jamesport definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Jamesport, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Jamesport Cottages essential information

Accommodation
118 Cottages
Lowest Price
AU$216
Highest Price
AU$639
Popular accommodation
Orient Village — Historic Bayfront Cottage — 2025 Season, Hampton Cottage., 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Location and views! Located directly on Shinnecock Bay!, Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!, Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, Hamptons Vacation Rental w/ Seasonal Pool!, Charming 3-bedroom cottage in fabulous Greenport, Southold Cottage w/ Patio & Grill - Walk to Beach!

Top trending hotels in Jamesport

Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 10 Apr to 11 Apr
AU$231
includes taxes & fees
10 Apr - 11 Apr
With a stay at Hyatt Place Long Island East End in Riverhead, you'll be on a river, just a 5-minute walk from Suffolk Theater and 6 minutes by foot from All ...
Hyatt Place Long Island East End
Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
The price is AU$480 per night from 7 Apr to 8 Apr
AU$480
includes taxes & fees
7 Apr - 8 Apr
When you stay at Baron's Cove in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 7 minutes by foot from Bay Street Theatre.
Baron's Cove
Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 22 Apr to 23 Apr
AU$216
includes taxes & fees
22 Apr - 23 Apr
With a stay at Residence Inn by Marriott New York Long Island East End in Riverhead, you'll be within a 15-minute walk of Tanger Outlet Center and Riverhead ...
Residence Inn by Marriott New York Long Island East End
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The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is AU$382 per night from 9 Apr to 10 Apr
AU$382
includes taxes & fees
9 Apr - 10 Apr
When you a stay at The Harbor Front Inn in Greenport, you'll be near the bay, just steps from Camera Obscura and Greenport Carousel.
The Harbor Front Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.