Hot Sag Harbor Cottage Rates

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Featured Cottages in Sag Harbor

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
Opens in a new windowNorth Fork Cottages & RV Resort
'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 NY
Stay at this beach cottage in Greenport. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new window'The Gate House'on Beach front Estate with Dockage. Walk to Village .
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

Westbrook CT
Stay at this family-friendly cottage in Westbrook. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chalker Beach and Tanger Outlets are ...
Opens in a new windowRELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.
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Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays NY
The price is NZ$759 per night from 4 Jan to 5 Jan
NZ$759
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this cottage in Hampton Bays. Enjoy free Wi-Fi, an in-room coffee maker and air conditioning. Popular attractions Meschutt Beach and Sebonack Golf Course ...
Opens in a new windowSeabreeze #3: Cozy Cottage by the beach
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 NY
Stay at this cottage in Cutchogue. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Fisherman Beach and Bedell Cellars are located ...
Opens in a new windowTotally Renovated Cottage on the North Fork 7 min. walk to the Beach
Lovely Cottage in the Heart of Long Island Wine country

Lovely Cottage in the Heart of Long Island Wine country

Southold NY
Stay at this cottage in Southold. Enjoy free Wi-Fi, a garden and patios. Popular attractions Horton Lane Beach and Sparkling Pointe are located nearby.
Opens in a new windowLovely Cottage in the Heart of Long Island Wine country
Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town

Westbrook CT
Stay at this cottage in Westbrook. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Westbrook Town Beach and Tanger Outlets are located ...
Opens in a new windowAdorable Cottage with Cottage porch, walk to water & town
Charming 3-bedroom cottage short walk to Chalker Beach

Charming 3-bedroom cottage short walk to Chalker Beach

Old Saybrook CT
Stay at this cottage in Old Saybrook. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chalker Beach and Harvey's Beach are located ...
Opens in a new windowCharming 3-bedroom cottage short walk to Chalker Beach
Hamptons Vacation Rental w/ Seasonal Pool!

Hamptons Vacation Rental w/ Seasonal Pool!

3 out of 5
Hampton Bays NY
Stay at this beach cottage in Hampton Bays. Enjoy free parking, a marina and air conditioning. Popular attractions Good Ground Park and Regal UA Hampton Bays ...
Opens in a new windowHamptons Vacation Rental w/ Seasonal Pool!
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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.

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

Sag Harbor Cottages essential information

Accommodation
182 Cottages
Lowest Price
NZ$362
Highest Price
NZ$917
Popular accommodation
North Fork Cottages & RV Resort, 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston., Seabreeze #3: Cozy Cottage by the beach, Totally Renovated Cottage on the North Fork 7 min. walk to the Beach, Lovely Cottage in the Heart of Long Island Wine country, Adorable Cottage with Cottage porch, walk to water & town, Charming 3-bedroom cottage short walk to Chalker Beach, Hamptons Vacation Rental w/ Seasonal Pool!

Top trending hotels in Sag Harbor

Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is NZ$423 per night from 15 Dec to 16 Dec
NZ$423
15 Dec - 16 Dec
includes taxes & fees
Stay at this business-friendly hotel in Sag Harbor. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowSag Harbor Inn
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is NZ$917 per night from 15 Dec to 16 Dec
NZ$917
15 Dec - 16 Dec
includes taxes & fees
Stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa and 2 restaurants. Popular attractions Hither Woods Preserve and Hither Hills ...
Opens in a new windowGurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is NZ$362 per night from 15 Dec to 16 Dec
NZ$362
15 Dec - 16 Dec
includes taxes & fees
Stay at this beach resort in Westbrook. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowWater's Edge Resort & Spa
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Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
Stay at this hotel in Old Saybrook. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowPier Blue Inn Old Saybrook - Essex
Don't see what you're looking for?
See all available properties in Sag Harbor
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.