Sag Harbor Rentals
From $452 per night (USD)VRBO
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayside Serene Modern Sag Harbor Escape, Moments from the Water and Long Beach to View Amazing Sunsets, Perfect For Fam ...
From $452 per night (USD)VRBO
From $2522 per night (USD)VRBO
Beautifully Designed Sag Harbor Home with Private Pool, Close to Town and...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Sag Harbor Chic Beautifu ...
From $2522 per night (USD)VRBO
From $747 per night (USD)VRBO
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Stay comfortably in Sag Harbor at this 5-bedroom house. The lovely property features 4 king beds and 1 queen bed, perfec ...
From $747 per night (USD)VRBO
From $718 per night (USD)VRBO
Sophisticated 3-bedroom 3-bath house, desirable Sag Harbor Village location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Your home away from home in Sag Harbor Village, with three bedrooms, features one king bed (Primary with en suite bathro ...
From $718 per night (USD)VRBO
From $1651 per night (USD)VRBO
Relaxing Harborfront Stay! Private Balcony, Complimentary Bikes & Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $1651 per night (USD)VRBO
From $5749 per night (USD)VRBO
Charming 4-bedroom house with WiFi, in wonderful Sag Harbor neighborhood
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
This 4-bedroom house in Sag Harbor is perfect for your escape to the Hamptons. With 7 bathrooms, a fitness area, and a c ...
From $5749 per night (USD)VRBO
From $912 per night (USD)VRBO
Sag Harbor 2BR Townhome w/Patio, Smart Home & Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand-new luxury 2BR/2BA Townhome in the heart of Sag Harbor Village! Professionally designed with high-end finishes, a ...
From $912 per night (USD)VRBO
From $1036 per night (USD)Expedia
Spacious Suite with Harbor Views and Complimentary Bike Rentals & Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $1036 per night (USD)Expedia
From $1788 per night (USD)VRBO
Ideal for Relaxing Retreats w/ Harbor Views, Outdoor Fireplaces, Pool & Kayak
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $1788 per night (USD)VRBO
From $2738 per night (USD)Expedia
Two Harborview Rooms with Access to Pool, Tennis Courts, Free Bikes & Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover our cozy yet luxurious harbor-facing suite, where tranquility meets timeless charm. Nestled in the historic vil ...
From $2738 per night (USD)Expedia
From $4790 per night (USD)VRBO
Live the good life and escape out east to Sag Harbor/Wainscott!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Merchant Estate Live the good life and escape out east to Sag Harbor/Wainscott! 5BR/ 6.5 BA w/ Tennis on 5 + acres wit ...
From $4790 per night (USD)VRBO
From $1714 per night (USD)VRBO
Bright & Beautiful 4-Bedroom House in Sag Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your Perfect Sag Harbor Getaway Relax and unwind in this stylish 4-bedroom home, ideally located in the hear ...
From $1714 per night (USD)VRBO
From $1161 per night (USD)VRBO
New! Sag Harbor Village Hamptons House with Pool, Hot Tub and Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjo ...
From $1161 per night (USD)VRBO
From $2774 per night (USD)VRBO
A Modernist approach to mindful living in Sag Harbor
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Featured in the Spring 2025 edition of Elle Decor, this professionally designed home blends high end finishes with rela ...
From $2774 per night (USD)VRBO
From $769 per night (USD)VRBO
Sag Harbor Retreat: Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your perfect summer sanctuary in Sag Harbor. This charming 3-bedroom, 2-bath home offers a seamless ...
From $769 per night (USD)VRBO
From $5977 per night (USD)Expedia
Luxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Coastal Sag Harbor Villa Luxury Resort-Style Retreat in the Heart of Sag Harbor with Heated Pool, Pool House, and Desig ...
From $5977 per night (USD)Expedia
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Bright, spacious Sag Harbor Ranch in Great Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated cottage in the heart of Sag Harbor. Fully equipped kitchen, new appliances, spa bathroom, wood floors. Bright ...
Click For PricingVRBO
From $476 per night (USD)Expedia
Welcome to your Hamptons hideaway!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your Hamptons hideaway! Tucked away on a private acre in the heart of Sag Harbor, this sunlit 3-bedroom retre ...
From $476 per night (USD)Expedia
From $5566 per night (USD)VRBO
Joels Lane by Rove | 5BR w/Heated Pool, Sauna & Gym
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to Joels Lane, a Rove Travel Home! Rove offers beautifully designed residences with the quality and ca ...
From $5566 per night (USD)VRBO
From $1657 per night (USD)VRBO
Peaceful 3-acre oasis on pond just outside amazing Sag Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This 4-bedroom home in Sag Harbor is perfect for your escape to a serene and tranquil retreat in an unparalleled locatio ...
From $1657 per night (USD)VRBO
From $383 per night (USD)VRBO
Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sag Harbor Charm Charming Sag Harbor Retreat with Private Pool, Minutes to Beaches and Town 4BR/3BA: Private pool, pav ...
From $383 per night (USD)VRBO
From $5785 per night (USD)VRBO
Sundrenched Hamptons Estate with Resort Amenities
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 12
Escape to this delightful house in picturesque Wainscott. With 7 bedrooms including 5 king beds, 2 sofa beds, and 1 quee ...
From $5785 per night (USD)VRBO
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Charming, light-filled 1-bedroom, ground-floor condo. Walk into town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Serene 1-bedroom, ground-floor condo, minutes from Main St. Cozy and comfortable. Bedroom has double bed, workspace, lar ...
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From $989 per night (USD)VRBO
\nStylish home + Pool House walk to town/jitney/park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming turn of century cottage with poolhouse with 38' x 20' gunite heated pool and bluestone patio on .5 acres -- wa ...
From $989 per night (USD)VRBO
From $919 per night (USD)VRBO
Sag Harbor/Long Beach in the Fall, pool is still open & HIFF coming in October
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to a marvelous 4-bedroom house in Sag Harbor. This cool retreat offers AC and heating for ultimate comfort. With ...
From $919 per night (USD)VRBO
From $1063 per night (USD)Expedia
Charming Sag Harbor Apartment. Two blocks from Main and Bay Streets.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Captain's Quarters is nestled in the heart of charming Sag Harbor village, this unique property offers a blend of nautic ...
From $1063 per night (USD)Expedia
From $939 per night (USD)VRBO
Charming 4-bedroom house in Sag Harbor
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Consider this house your home away from home while you visit Sag Harbor. With 4 bedrooms including 2 king beds, 1 full b ...
From $939 per night (USD)VRBO
From $508 per night (USD)Expedia
Chic and Renovated 19th Century Captain's House, Convenient to the Village...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Chic on Rysam Chic and Renovated 19th Century Captain's House, Convenient to the Village and Marina 3BR/2.5BA Cozy, we ...
From $508 per night (USD)Expedia