Pet-friendly vacation rentals in Montauk

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Top-rated pet-friendly home rentals in Montauk

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Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Mar 28 – Apr 4

R15,697 ZAR per night

Guest favorite

Guesthouse in Hampton Bays

4.96 out of 5 average rating, 146 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

May 27 – Jun 3

R8,451 ZAR per night

Guest favorite

Cottage in Montauk

4.91 out of 5 average rating, 141 reviews

Montauk Cottage Escape

EH Town Rental Registry #: 23-483 MINIMUM STAYS REQUIRED Updated, spacious and comfortably furnished home in Montauk. Well situated to get you most places on foot or bike. Less than 10 minute walk to town, beaches, restaurants, nightlife. Walk to Sole East where you can enjoy use of pool and have lunch or a cocktail. Great place to enjoy your time in Montauk. Additional nightly fees apply for 5th guest. Pets considered with prior owner approval (Dogs ONLY). Additional Pet Fee applies.

May 9 – 16

R7,265 ZAR per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 120 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Oct 30 – Nov 6

R13,402 ZAR per night

Guest favorite

Apartment in Hampton Bays

4.97 out of 5 average rating, 340 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Apr 1 – 8

R5,447 ZAR per night

Guest favorite

Cottage in Southampton

4.96 out of 5 average rating, 101 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Dec 26 – Jan 2

R16,922 ZAR per night

Guest favorite

Home in Montauk

4.87 out of 5 average rating, 181 reviews

Laid-Back Bungalow. 10 min Walk to Beach & Town!

Discounts available for longer stays. Find us @studiomtk to inquire about best pricing. Historic Montauk fisherman's cottage tastefully re-made into a stylish 2-bd beach getaway located within walking distance of the beach & downtown. Plywood accents, handmade furniture & eclectic finishes create a cool, laid-back vibe. Westward views across Fort Pond provide sunlight all day & beautiful sunsets. Designed by Studio MTK, this is Montauk at its best! EH Rental Registry: 22-1360

Nov 17 – 24

R8,035 ZAR per night

Guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 117 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Jan 18 – 25

R14,330 ZAR per night

Guest favorite

Home in Montauk

4.91 out of 5 average rating, 418 reviews

DITCH PLAINS SURF HOUSE

Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

Dec 13 – 20

R4,297 ZAR per night

Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 587 reviews

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

Oct 20 – 27

R3,270 ZAR per night

Guest favorite

Apartment in Montauk

4.93 out of 5 average rating, 175 reviews

Private paradise 3 min from town ice skating pond!

Located close to everything three minutes from town five minutes from the beaches you have your own pond to ice skate on in the winter months. Home is 2 minutes from Montauk Downs State Park and Golf Course. 5 minutes from Ditch Plains surfing, 8 minute walk to town.

May 27 – Jun 3

R7,029 ZAR per night

Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 191 reviews

Rex- East Hampton Cottage- 5 stars

Beautiful private 2 bedroom/2 bath guest cottage on the water. Enjoy spectacular sunset views and a cool breeze from this 5 acre waterfront property located on a directly on Three Mile Harbor Bay in East Hampton Please read the 100+ perfect reviews.

Jun 11 – 18

R10,357 ZAR per night