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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Orient Point Cottages

1-bedroom cottage with Grove Beach 🏖️ access.
Enjoy a casual outdoor space with a front porch, potted plant, and Adirondack chairs.

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 $200
CA $377 total
includes taxes & fees
Aug 19 - Aug 20
1-bedroom cottage with Grove Beach 🏖️ access.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Situated in a lush environment, this two-story house features a wooden door and windows, surrounded by trees and shrubs, with a garden in the foreground.

'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.
Situated lakeside, this charming building features a large American flag on its roof and a garage door.

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.
Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach
Stunning historical building with a central tower and traditional pitched roof.

Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach

9.2 out of 10, Wonderful, (7)
"It was nice and relaxing...walking, swimming, biking, kayaking and beaching. The house was super cool...150 years old! Nice old fashioned laid back beach vacation! Mary the host was wonderful!"
Now has TV + linens - Relaxing 4-bedroom cottage in Westbrook, CT at West Beach
Fairy Tale Guest Cottage in Magic Garden by Pool
Charming single-story house with a front entrance, porch, and well-manicured lawn.

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
Sweet Cottage in Beach Community
Stroll along the garden pathway to a charming home with a cozy porch and lush surroundings.

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (10)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community
The gardners Cottage 1 mile from long Island Sound - pet friendly
Traditional cottage with a front porch and garden, offering a peaceful retreat.

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

10.0 out of 10, Exceptional, (16)
"Robin was a great resource about the area. Her property was amazing the cottage was fantastic. Very comfortable and clean. We had a relaxing stay and a great time. We would love to go back again and again!"
The gardners Cottage 1 mile from long Island Sound - pet friendly
Lovely Cottage in the Heart of Long Island Wine country
Cozy cabin with a front porch, surrounded by a deck and a fenced yard, perfect for outdoor dining and relaxation.

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 4-bedroom beach front cottage in beautiful Old Lyme Ct
Exterior

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct

Charming 4-bedroom beach front cottage in beautiful Old Lyme Ct
DIRECT WATERFRONT PRIVATE BEACH
Relax on the patio with a clear view of the water, surrounded by a low wall for added seclusion.

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
Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
Exterior

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT
Luxury Tiny Home In Niantic
Situated in a forested area, this cabin features a cozy front porch with a seating area and a stone wall.

Luxury Tiny Home In Niantic

10.0 out of 10, Exceptional, (4)
"This property is perfect for 2-3 guests and located within short distance to town. The house is well built and very clean. Five Stars"
Luxury Tiny Home In Niantic
Town walking distance-Bridgehampton Cottage
Situated in a lush environment, this charming house features a front porch and well-maintained gardens.

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
Town walking distance-Bridgehampton Cottage
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Stylish single-story home with a gabled roof and chimney, featuring a front entrance and wooden deck.

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
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Surrounded by lush greenery, this charming house boasts a cozy balcony overlooking the forest.

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (3)
"Lovely location and host."
The price is CA $433
CA $734 total
includes taxes & fees
Aug 11 - Aug 12
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Enjoy ocean views and outdoor activities in a serene backyard with a covered grill area and deck.

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
Historic cottage in Deep River, CT
Charming cottage with a traditional design, surrounded by a well-maintained garden and a peaceful setting.

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is CA $262
CA $499 total
includes taxes & fees
Sep 8 - Sep 9
Historic cottage in Deep River, CT
Beach Cottage
Residential neighborhood with a variety of houses, well-manicured lawns, and gardens.

Beach Cottage

10.0 out of 10, Exceptional, (8)
"Great location! Easy communication. "
The price is CA $393
CA $755 total
includes taxes & fees
Sep 7 - Sep 8
Beach Cottage
Adorable Cottage with Cottage porch, walk to water & town
Relax on the sheltered front porch, perfect for unwinding.

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
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Traditional two-story house with a central entrance and shutters, set amidst a well-manicured lawn.

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
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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Top Orient Point Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Friendly staff, good restaurant "
Barbara 5-night trip
Posted 14 hours ago
Saybrook Point Resort & Marina