
Search Southold Cottage Rentals from CA $347
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Southold cottages
The price is CA $386
CA $441 total
includes taxes & fees
Jun 15 - Jun 16

1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.Clinton
9.6 out of 10, Exceptional, (45 reviews)
The price is CA $188
CA $347 total
includes taxes & fees
Jun 28 - Jun 29

Beach Cottage, private beach and pass
Beach Cottage, private beach and passEast Lyme
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $558
CA $991 total
includes taxes & fees
Jun 18 - Jun 19

Seabreeze #3 Cozy Cottage steps to the beach
Seabreeze #3 Cozy Cottage steps to the beachHampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $155
CA $694 total
includes taxes & fees
Jun 22 - Jun 23

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Driftwood Cottage @ Saybrook Point Marina, 2 King BedsOld Saybrook Center
9.6 out of 10, Exceptional, (47 reviews)
The price is CA $502
CA $921 total
includes taxes & fees
Jun 21 - Jun 22

Town walking distance-Bridgehampton Cottage
Town walking distance-Bridgehampton CottageBridgehampton
9.4 out of 10, Exceptional, (10 reviews)
The price is CA $1,730
CA $2,531 total
includes taxes & fees
Jun 19 - Jun 20

Seabreeze 4 Charming Cottage walk to US Open
Seabreeze 4 Charming Cottage walk to US OpenHampton Bays
8.8 out of 10, Excellent, (3 reviews)
The price is CA $155
CA $694 total
includes taxes & fees
Jun 22 - Jun 23
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.
Find vacation rentals that suit your style
Cottages
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Southold Hotel Reviews

Water's Edge Resort & Spa
8/10 Good
Find out more about Southold
Southold Cottages information
Number of reviews | 136 |
|---|---|
Accommodation | 221 Cottages |
Lowest Price | CA $347 |
Highest Price | CA $2,531 |
Frequently asked questions
Explore a world of travel with Expedia
- 3 Star Hotels in Greenport
- 5 Star Hotels in Greenport
- Hotels near Crescent Beach
- Chalets in Cutchogue
- Hotels with Bar in Cutchogue
- Hotel Wedding Venues Hotels in Cutchogue
- Cutchogue Hotels
- Cottages in Dering Harbor
- Dering Harbor Hotels
- Residences in Dering Harbor
- Town of Southold Town Hotels
- Farmstay in East Marion
- Cabin Rentals in East Marion
- B&B in Fishers Island
- Guest Houses in Fishers Island
- Inns in Fishers Island
- B&B in Greenport
- Cabin Rentals in Greenport
- Adults Only Resorts & in Greenport
- Beach Hotel Hotels in Greenport
- Boutique Hotels in Greenport
- Cheap Hotels in Greenport
- Hotels & Resorts for Couples in Greenport
- Lake Hotels in Greenport
- Luxury Hotels in Greenport
- Oceanfront Hotels in Greenport
- Shopping Hotels in Greenport
- Spa Hotels in Greenport
- Waterpark Hotels in Greenport
- Greenport Hotels
- Motels in Greenport
- Hotels near Greenport Station
- Beach Hotel Hotels in Greenport West
- Cheap Hotels in Greenport West
- Greenport West Hotels
- Apartments in Mattituck
- B&B in Mattituck
- Motels in Mattituck
- Guest Houses in New Suffolk
- Motels in New Suffolk
- Vacation Homes in New Suffolk
- New York Hotels
- Chalets in North Haven
- Residences in North Haven
- B&B in Noyack
- Guest Houses in Noyack
- Aparthotels in Orient
- B&B in Orient
- Inns in Orient
- Resorts in Orient
- Beach Hotel Hotels in Peconic
- Ski Hotels in Peconic
- Peconic Hotels
- Motels in Peconic
- Vacation Homes in Peconic
- Villas in Peconic
- Hotels near Pindar Vineyards
- B&B in Shelter Island
- B&B in Shelter Island Heights
- Beach Hotel Hotels in Shelter Island Heights
- Boutique Hotels in Shelter Island Heights
- Hotels & Resorts for Couples in Shelter Island Heights
- Pet-Friendly Hotels in Shelter Island Heights
- Spa Hotels in Shelter Island Heights
- Shelter Island Heights Hotels
- Resorts in Shelter Island Heights
- Adults Only Resorts & in Shelter Island
- Beach Hotel Hotels in Shelter Island
- Boutique Hotels in Shelter Island
- Cheap Hotels in Shelter Island
- Hotels & Resorts for Couples in Shelter Island
- Family Hotels in Shelter Island
- Hotels with a Pool in Shelter Island
- Hotels with Free Breakfast in Shelter Island
- Luxury Hotels in Shelter Island
- Oceanfront Hotels in Shelter Island
- Shopping Hotels in Shelter Island
- Shelter Island Hotels
- Houseboats in Shelter Island
- Resorts in Shelter Island
- Adults Only Resorts & in Silver Beach
- Silver Beach Hotels
- Hotels near Sunset Beach
- The Heights Hotels





























