Dering Harbor Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Dering Harbor Vacation Homes

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Outdoor pool, a heated pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (12)
"Great place! Great communication with property owner!"
The price is CA $428
CA $802 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Hamptons Retreat
Terrace/patio

Hamptons Retreat

Hamptons Retreat
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Stunning Hampton Holiday Family Fantasy for your Team
TV, fireplace, video library, stereo

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (69)
"We loved the house. We had a large party and did alot of cooking - the kitchen was top notch. Great supplies - lots of room and all appliances were excellent. All the rooms were great beds comfy towels great. "
Stunning Hampton Holiday Family Fantasy for your Team
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Property grounds

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

10.0 out of 10, Exceptional, (1)
"Perfect location."
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (29)
"Amazing property! Had all the things we needed "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Smart TV

Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!

10.0 out of 10, Exceptional, (6)
"The is great!!! Very convenient location and plenty to do."
Comfortable Orchard Oasis in wine country on Long Islands beautiful North Fork!
Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking
Beach nearby, sun loungers, beach towels

Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking

10.0 out of 10, Exceptional, (39)
"Very clean well kept property near beach - host very welcoming and receptive. Enjoyed our stay!"
Beach Ready 3-bdrm house, Short Walk to Private Beach and Park, Lots of Parking
The Cooper-Burke House
Beach nearby, beach towels

The Cooper-Burke House

10.0 out of 10, Exceptional, (27)
"Nice property, conveniently located, great host!"
The Cooper-Burke House
Another rental season is coming up.
Outdoor pool

Another rental season is coming up.

10.0 out of 10, Exceptional, (19)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Walk to town, Bike to beach, Private pool oasis !
Outdoor pool

Walk to town, Bike to beach, Private pool oasis !

10.0 out of 10, Exceptional, (18)
"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."
Walk to town, Bike to beach, Private pool oasis !
Work and Play Special! Extended Stay Discount
Outdoor pool, a heated pool

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (48)
"We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!"
The price is CA $1,244
CA $2,131 total
includes taxes & fees
Sep 4 - Sep 5
Work and Play Special! Extended Stay Discount
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Terrace/patio

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (133)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Charming Village home in the heart of Southampton
Smart TV

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton
The SandPiper
Terrace/patio

The SandPiper

9.8 out of 10, Exceptional, (24)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
American Beech in Greenport - Petite King Room 7
Terrace/patio

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is CA $329
CA $492 total
includes taxes & fees
Aug 26 - Aug 27
American Beech in Greenport - Petite King Room 7
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
On the beach

Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!

4.8 out of 10, (3)
"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...
Beachfront Bliss , Inviting 3 bedroom + loft at Hawks Nest Beach!
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
A heated pool

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

10.0 out of 10, Exceptional, (33)
"This home fit everyone perfectly. The great room was a stunner and the bay views awesome! "
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Fridge, microwave, oven, stovetop

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (6)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Pet-Friendly Home w/ Hot Tub Near the Hamptons!
Property grounds

Pet-Friendly Home w/ Hot Tub Near the Hamptons!

2.0 star property
10.0 out of 10, Exceptional, (2)
"cute little comfortable abode. my cousins and i enjoyed our stay. Thank you for your hospitality "
Pet-Friendly Home w/ Hot Tub Near the Hamptons!
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 Dering Harbor Hotel Reviews

Baron's Cove

Baron's Cove

10/10 Excellent
"Barons Cove Inn is very well located i.e. walkable to pretty much everything. It’s also charming, somewhat quirky, clean, comfortable, has very nice room amenities and internet access, a friendly attentive staff, a nice bar and restaurant, a lovely pool, is waterfront and has a great front porch with rockers. What’s not to like? We’ll definitely be making return visits. "
Christine 3-night trip
Posted 1 day ago
Baron's Cove