House vacation rentals in Cutchogue
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Top-rated house rentals in Cutchogue
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cutchogue house rentals
House rentals with a pool
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Sep 14 – 21
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
Nov 26 – Dec 3
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 2 – 9
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Oct 27 – Nov 3
Home in Southampton
4.95 out of 5 average rating, 132 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
May 26 – Jun 2
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Nov 15 – 22
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Dec 15 – 22
Home in Hampton Bays
4.94 out of 5 average rating, 111 reviewsBeautiful Hampton’s Home Pool/Tennis/HotTub/Sauna
Jan 25 – Feb 1
Weekly house rentals
Home in Southold
5.0 out of 5 average rating, 18 reviewsLe Petit Cottage Southold NY
Feb 26 – Mar 5
Home in Cutchogue
5.0 out of 5 average rating, 25 reviewsNorth Fork paradise between beaches and vineyards
Jun 24 – Jul 1
Home in Cutchogue
4.94 out of 5 average rating, 50 reviewsNassau Point, North Fork Home w/ Pool
Feb 8 – 15
Home in Southold
5.0 out of 5 average rating, 31 reviewsSalt & Sea House - Near wineries, farms, & beaches
Sep 10 – 17
Home in Cutchogue
4.98 out of 5 average rating, 53 reviewsGood Vibrations on the North Fork
Nov 28 – Dec 5
Home in Southold
4.96 out of 5 average rating, 28 reviewsBright Oasis in Beautiful North Fork Wine Country
Oct 8 – 15
Home in Southold
4.92 out of 5 average rating, 13 reviewsBeach/Lake house Fireplace & Hot Tub, By Wineries
Jun 11 – 18
Home in Cutchogue
4.97 out of 5 average rating, 36 reviewsPrivate pool/walk to beach; farms/vineyards abound
Mar 9 – 16
Private house rentals
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
Aug 8 – 15
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Oct 4 – 11
Home in Southold
4.97 out of 5 average rating, 35 reviewsWater & Vineyard views, 4 bedrooms
Jan 12 – 19
Home in Southold
4.89 out of 5 average rating, 19 reviewsDockside Getaway in Southold NY
Feb 27 – Mar 6
Home in Mattituck
4.93 out of 5 average rating, 45 reviewsNorth Fork Wine Country Cottage Heart of Mattituck
Dec 15 – 22
Home in Southold
5.0 out of 5 average rating, 32 reviewsSouthold Comfort - North Fork Getaway
May 21 – 28
Home in Greenport
5.0 out of 5 average rating, 19 reviewsThe Corwin House
May 10 – 17
Home in Greenport
4.96 out of 5 average rating, 28 reviewsWalk to town, Greenport Village - Harbor Views
Jan 16 – 23
Quick stats about house rentals in Cutchogue
Total rentals
70 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$160 before taxes and fees
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- Family travel hub Tips and inspiration
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