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Cutchogue Vacation Rentals

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Vacation Rentals in Cutchogue

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (240)
"Great view of the water and nice amenities with the beach and pool."
The price is ¥46,330
¥59,347 total
includes taxes & fees
Oct 8 - Oct 9
Cliffside Resort Condominiums

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is ¥25,906
¥59,954 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

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

9.8 out of 10, Exceptional, (31)
"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (74)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (189)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is ¥65,760
¥121,508 total
includes taxes & fees
Oct 2 - Oct 3
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is ¥26,422
¥38,762 total
includes taxes & fees
Sep 25 - Sep 26
Shoreline Oasis

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Cannot say enough good things. Unique, sprawling, beautiful property with more than enough room for a large group. Endless entertainment, great pool, walking distance from a few bars and restaurants. Great communication and accommodation from our host. Would recommend and rent again."
10 Bedroom Hampton House with a regulation size Pickleball court

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

9.8 out of 10, Exceptional, (97)
"My husband and I brought our puppy. He had a great time running around the yard and beach. We enjoyed our stay and hope to return. The property is beautiful and we were very happy to find a pet friendly place on the water and close to town."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

9.8 out of 10, Exceptional, (53)
"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (181)
"Beautiful view, clean house, great location "
Fabulous Waterfront Property in the Heart of Wine Country

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

2.0 star property
10.0 out of 10, Exceptional, (7)
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Large 6-Bedroom 3-BR Waterfront Hamptons House, your own Private Beach in Front.

The price is ¥82,071
¥434,596 total
includes taxes & fees
Sep 28 - Sep 29
Large 6-Bedroom 3-BR Waterfront Hamptons House, your own Private Beach in Front.

Safari Tent Glamping,S6-CedarPt, East Hampton, NY

8.8 out of 10, Excellent, (3)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
The price is ¥29,857
¥39,003 total
includes taxes & fees
Oct 2 - Oct 3
Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

10.0 out of 10, Exceptional, (88)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very Good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is ¥73,657
¥133,905 total
includes taxes & fees
Sep 25 - Sep 26
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (94)
"We loved our stay - it was nice to be a short walk away from the bay and the pool was great. The home was very clean and comfortable."
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Stunning Hampton Holiday Family Fantasy for your Team

10.0 out of 10, Exceptional, (72)
"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

Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town

Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town
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 Cutchogue Hotel Reviews

Find out more about Cutchogue

Find out more about Cutchogue

Search for holiday rentals in Cutchogue on Expedia! You can easily find your home rentals, villas, holiday apartments in Cutchogue using one of the methods below:

  • View our selection of featured holiday rentals in Cutchogue
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Look no further and take a look at our great range of rental properties in Cutchogue!

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Frequently asked questions

Are there vacation rentals in Cutchogue?

Yes, you can find vacation rentals in Cutchogue close to 8 Hands Farm, or you can choose a more secluded option if you want a relaxing stay.

What are some of the best vacation rentals that Cutchogue has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This vacation home rental outside of Cutchogue offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Cutchogue?

With 44 Expedia vacation rentals, you're sure to find just the right place for your Cutchogue stay.

What’s there to see and do in Cutchogue?

Cutchogue Village Green and Fisherman Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Peconic Bay Winery and Bedell Cellars are other places worth a visit.

What’s a vacation rental in Cutchogue like?

Vacation rentals are private properties you can stay in for short or long periods in Cutchogue. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.