Search Sag Harbor Cottage Rentals from CA $185

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Sag Harbor Cottages

Fairy Tale Guest Cottage in Magic Garden by Pool
Exterior

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Property grounds

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

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Cozy cottage on Fort Pond Lake.
Exterior

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (16)
"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"
Cozy cottage on Fort Pond Lake.
Luxurious 3 BR Cottage w/ Ocean View Balcony
Exterior

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (1)
Luxurious 3 BR Cottage w/ Ocean View Balcony
Charming and Bright Cottage with Salt Water Pool
Smart TV

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (7)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Terrace/patio

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (72)
"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (26)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Charming 3-bedroom cottage short walk to Chalker Beach
Outdoor dining

Charming 3-bedroom cottage short walk to Chalker Beach

10.0 out of 10, Exceptional, (2)
"Lovely location very close to Harvey's Beach and local attractions . Home is very well kept in a quiet neighborhood "
Charming 3-bedroom cottage short walk to Chalker Beach
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE
Property grounds

CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay here while visiting for a wedding. the bedrooms were both upstairs, FYI which I wasn't aware of from the listing but we made it work. The grounds were beautiful and lots of birds to enjoy. "
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

The price is CA $964
CA $1,687 total
includes taxes & fees
Aug 14 - Aug 15
Southampton cozy cottage by the beach
Charming Westbrook Cottage, Steps to Private Beach
Exterior

Charming Westbrook Cottage, Steps to Private Beach

9.8 out of 10, Exceptional, (6)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach
DIRECT WATERFRONT PRIVATE BEACH
Outdoor dining

DIRECT WATERFRONT PRIVATE BEACH

9.4 out of 10, Exceptional, (23)
"This rental was perfect. Super clean and comfy with the most amazing views. Loved that it’s right on the water with a private beach. We will definitely book this property again."
DIRECT WATERFRONT PRIVATE BEACH
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (28)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is CA $185
CA $355 total
includes taxes & fees
Sep 1 - Sep 2
1-bedroom cottage with Grove Beach 🏖️ access.
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (36)
"We had such a nice stay, the house was clean and had everything we needed."
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Exterior

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

9.0 out of 10, Wonderful, (2)
"Perfect little beachfront cottage right on the water ...a few steps across your own beach. We had a very relaxing, comfortable visit."
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Cottage on Beach front Estate with Dockage .Walk to Village
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (70)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Adorable Cottage with Cottage porch, walk to water & town
Exterior

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Very nice and comfortable property "
Adorable Cottage with Cottage porch, walk to water & town
Hamptons Vacation Rental w/ Seasonal Pool!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
Ritz - East Hampton Cottage On The Water
Exterior

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (8)
"We enjoyed our time in the Ritz. It’s a great cottage surrounded by waterfront activities. The host was accommodating and welcoming."
Ritz - East Hampton Cottage On The Water
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
Exterior

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

10.0 out of 10, Exceptional, (3)
"We had a lovely stay. Everything was as described on the listing and the house had everything we needed for our family. It was great to have the grill and a kitchen with all the supplies needed. The area is lovely and quiet with two small but nice private beaches within walking distance"
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sag Harbor Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"New clean room"
Doron 1-night trip
Posted 1 day ago
Greenview Inn Riverhead