We are no longer accepting listings for our accommodations page for the 2023 season. Please check back next Spring to list for our 2024 season.

All listings on this page are advertisements purchased by the individual properties. Inclusion on this list should not be considered a recommendation or endorsement by the Hampton Classic.
Area Chambers of Commerce will be happy to provide other lodging information and assistance.
~Southampton Chamber: www.southamptonchamber.com (631) 283-0402
~East Hampton Chamber: www.easthamptonchamber.com (631) 324-0362
~Sag Harbor Chamber: www.sagharborchamber.com (631) 725-0011
~Hampton Bays Chamber: www.hamptonbayschamber.com (631) 728-2211
~Westhampton Chamber: www.whbcc.com (631) 288-3337
~Riverhead Chamber: https://www.riverheadchamber.com (631) 727-7600


Home on Murray Place - 4 bedroom, 2 bath house. Deck with heated pool. 8 beds. Walk to Starbucks, Pierre's, Almond restaurants. Parking for 4 cars. 1 mile to ocean, 10 minutes via back roads from the house. Pets ok with deposit. Rental fee: $25,000 Contact Arleen at 516-359-7272 or email arleena123@gmail.com
Home on Millstone Road - With 3 bedrooms, (2 expansive master suites, with gas fireplaces and spa-quality bathrooms) and 4 bathrooms, this 5,200 square foot estate sits atop 2.5 hilltop acres privately nestled into the beauty of the woodlands. The back deck with outdoor dining leads to a heated 20 x 40 pool. Two upper decks have hot tub and fire pit seating to enjoy the amazing views! The grand living room has cathedral ceiling and large stone fireplace. The large circular driveway has room for your horse trailer. Two miles to the Classic Grounds. $35,000 Contact Dennis 631-445-7213 or email dsaladaze@optonline.net.
Home on Hildreth Lane - Steps from Classic grounds, town and gourmet grocery, this village gem is the ideal way to unwind from a full day at the show. Light filled, open great room that opens to mahogany decks, slate patio and heated saltwater pool. Chef kitchen w wine fridge. Easy 3 bedroom 2 bath layout + spacious and herb lined outdoor shower. One mile to ocean, this getaway is 350 feet off road for complete privacy, peace and quiet. $23.5K. Call/text Susan@ 917-545-7983.
Home on Windmill Lane - Available 8/27-9/3, this six-bedroom, 6 ½ bathroom private estate, 1.7 miles from Hampton Classic, 1 mile from Mecox Bay, 3 miles from Ocean Beaches, large laundry room, finished walk-out basement with a well-equipped gym, steam room, wine cellar, art space, billiards, bedroom, and private bathroom. Outside, the heated free-form gunite swimming pool is joined by a spa, and an all-weather tennis court, basketball net, and fenced yard are just some of the amenities of this grand home. Multi-room audio, a security system, central air conditioning, and irrigation. Pet-friendly. $6,000 per night.  Contact Catherine at nelson.catherinemarie@gmail.com or 917-696-3148.
Home on Mitchell Lane - Stunning home directly across from Classic. Perfect vacation spot with pool, pool house, gym, hot tub, ping pong. Pets welcome. 5 bedrooms and tv room. No need to drive.  Contact Vivian at vivian@psdirectinc.com or (917) 270-0351.


Home on Topping Path - Immaculate three-bedroom, 2 bath home with pool, outdoor shower and large deck, 3 miles from Hampton Classic and ocean. Available August 26th – September 4th for $1,000/night. Call 201-248-7216 or email doremimi10@gmail.com


Home on Villa Avenue, East Hampton NW -  Room with double bed, AC, wi-fi, private bathroom with shower (no tub), small, private deck, 8 miles from showgrounds, easy access to Montauk Highway. Homeowner will provide access to washing machine and dryer. Available Horseshow Week, August 25-September 3. $2200.00. Contact Lorne at 631-324-8028.
Home on Mile Hill Road - Secluded 800 sq. foot charming cottage. Two bedroom; one bathroom, shower and separate tub. Pet friendly. 17 minutes (9.7 miles) to Hampton Classic - Accessible via main roads or through backroads. Equidistant to East Hampton & Sag Harbor Villages A/c, Washer dryer No smoking East Hampton Town Registry No - 23-775 Contact (631) 875-4886 or 

Sag Harbor

Home on Sylvan Lane -Lovely, light filled and spacious five bedroom, two bath with heated pool in Sag Harbor, minutes from the Classic. All hardwood floors, central air, large deck with grill, plenty of seating by the pool. Separate lower level yard with fire pit. Beautifully landscaped and comfortable, the perfect place to relax after a day at the horse show. August 26 to September 4, $14,000. Contact mariaeftimiades@aol.com


Home on Henry Street - Chic Coastal Home on the most charming street in the village just a short 1 mile walk to the village. Our 3 bedroom, 2 bath home is clean and comfortable with everything you need for a beach getaway. Private vacation home that offers salt water heated pool and outdoor shower sup paddle boards available to renters. $20K August 26-September 3. Contact loveyourlifecoastal@gmail.com or 631-338-7258

Water Mill

Home on Montrose Lane - 2 miles to the Hampton Classic, south of highway, 3 bedroom / 4.5 bathrooms, beautifully decorated, outdoor dining, pool/jacuzzi, 1 acre, close to ocean beach, $40,000 (includes utilities).  Contact Will at 917-348-0917 or email will.metzger@elliman.com
Home on Strongs Lane - Centrally located, this lovely summer retreat has 4 bedrooms, 3.5 baths and a pool– everything you need! There is a new primary ensuite with an attached porch and private bath on the first floor that overlooks the green pastured landscaping. Additional 3 bedrooms and 2 baths on the second floor. You're close to beaches, villages of Sag Harbor & Bridgehampton and minutes down the road from the Horse Show. $25,000. Contact (917) 903-6805  or email suzannecliftonwalsh@gmail.com


Home on Wainscott Northwest Road5 large en suite Bedrooms, 5 baths, newly renovated all Restoration Hardware furniture, full gym with Peloton & Tonal, sauna, large outdoor hot tub, media room, foosball, pingpong, arcade games, large heated pool, tennis court, pickle ball court, basketball court, total privacy on 5-1/2 acres. Pet friendly. Less than 4 miles or 10 minute max drive to Hampton Classic. 5 minute drive to best Hamptons beaches including Georgica and Beach Lane. 3 minutes drive to Sag Harbor town, 5 minutes drive to East Hampton town, and 7 minutes drive to Bridgehampton town. Huge circular driveway for trucks or multiple car parking. $27,500 for Hampton Classic 8/27-9/3. Home is available to rent from 8/21-9/4 ($27,500 per week). Contact Jan at 917-881-3343 or jan.sigmon@verizon.net for inquiries.