Hot Greenport Cottage Rates

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Featured Cottages in Greenport

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Old Saybrook
Located in Old Saybrook, this cottage is within a 5-minute drive of Harvey's Beach and Saybrook Country Barn.
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Charming 3-bedroom cottage short walk to Chalker Beach

Charming 3-bedroom cottage short walk to Chalker Beach

Old Saybrook
With a stay at this cottage in Old Saybrook (Saybrook Manor), you'll be within a 5-minute drive of Chalker Beach and Crystal Lake Town Park.
Charming 3-bedroom cottage short walk to Chalker Beach
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Clinton
The price is AU$293 per night from 6 Apr to 7 Apr
AU$293
includes taxes & fees
6 Apr - 7 Apr
With a stay at this cottage in Clinton, you'll be within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store Museum.
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
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The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton
Located in Clinton, this cottage is within a 5-minute drive of Adam Stanton House and General Store Museum and Clinton Crossing Premium Outlets.
The gardners Cottage 1 mile from long Island Sound - pet friendly
Enchanted Waterfront Cottage

Enchanted Waterfront Cottage

Old Lyme
Located in Old Lyme, this cottage is on a lake, within a 5-minute drive of Beckett Hill State Park and Florence Griswold Museum.
Enchanted Waterfront Cottage
Orient Village — Historic Bayfront Cottage — 2025 Season

Orient Village — Historic Bayfront Cottage — 2025 Season

Orient
The price is AU$529 per night from 10 Apr to 11 Apr
AU$529
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$544 per night from 6 Apr to 7 Apr
AU$544
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 .
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!
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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.

Greenport 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 Greenport 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 Greenport 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 Greenport, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Greenport Cottages essential information

Accommodation
216 Cottages
Lowest Price
AU$293
Highest Price
AU$544
Popular accommodation
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC, Charming 3-bedroom cottage short walk to Chalker Beach, 1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets, The gardners Cottage 1 mile from long Island Sound - pet friendly, Enchanted Waterfront Cottage, 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!

Top trending hotels in Greenport

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is AU$326 per night from 9 Apr to 10 Apr
AU$326
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
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is AU$431 per night from 15 Apr to 16 Apr
AU$431
includes taxes & fees
15 Apr - 16 Apr
When you stay at Sound View Greenport in Greenport, you'll be by the ocean, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Sound View Greenport
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd, Greenport, NY
The price is AU$357 per night from 3 Apr to 4 Apr
AU$357
includes taxes & fees
3 Apr - 4 Apr
When you stay at Silver Sands Motel & Beach Bungalows in Greenport, you'll be on the waterfront, within a 5-minute drive of Railroad Museum of Long Island and ...
Silver Sands Motel & Beach Bungalows
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Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
The price is AU$333 per night from 30 Apr to 1 May
AU$333
includes taxes & fees
30 Apr - 1 May
When you stay at Cliffside Resort Condominiums in Greenport, you'll be near the beach, within a 5-minute drive of Kontokosta Winery and 67 Steps Beach.
Cliffside Resort Condominiums
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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.