Pet-friendly vacation rentals in Lake Montauk

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Top-rated pet-friendly home rentals in Lake Montauk

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Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Apr 14 – 21

G$155,649 GYD per night

Guest favorite

Guesthouse in Stonington

4.99 out of 5 average rating, 188 reviews

Super Adorable Cottage + Fire pit + King Bed!

Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!

Dec 8 – 15

G$32,037 GYD 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.

Sep 16 – 23

G$107,689 GYD per night

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 141 reviews

EASY BEAT

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

Nov 10 – 17

G$32,411 GYD per night

Guest favorite

Vacation home in New London

5.0 out of 5 average rating, 118 reviews

Modern & Cozy Beach House - Walk to Ocean Beach

Newly renovated in 2022-We’re excited to welcome you to our modern and cozy vacation home in a quiet community just a 5 minute walk to Ocean Beach! ~Special features~ • Dog-friendly! Fully fenced backyard • 2 BR w/Queen Tuft&Needle mattresses • Futon and couch both fold into add’l beds • Brand new in-unit washer/dryer • Gourmet kitchen; fully equipped & open concept island seating • Coffee bar w/complimentary K-cups • Gorgeous backyard & patio seating area w/firepit & charcoal grill

Dec 10 – 17

G$41,195 GYD per night

Guest favorite

Home in Montauk

4.87 out of 5 average rating, 182 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

Feb 18 – 25

G$107,952 GYD per night

Superhost

Cabin in East Haddam

4.89 out of 5 average rating, 360 reviews

Getaway Machimoodus - NYC/Boston

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

May 5 – 12

G$33,272 GYD per night

Guest favorite

Apartment in Groton

4.95 out of 5 average rating, 148 reviews

Cozy Studio with water views

Studio apartment with private entrance overlooking the Thames River. Beautiful sunsets in this cozy space. Has a Queen size bed, small dining table, desk, Galley kitchen with two burner stove, microwave, refrigerator and kuerig, toaster and toaster oven. Laundry can be used for longer stays (4 or more days) Towels and Linens provided. Beach chairs & towels available upon request. Outdoor space equipped with patio furniture, umbrella, and a grill for the warmer months.

Mar 27 – Apr 3

G$24,324 GYD per night

Guest favorite

Home in Montauk

4.91 out of 5 average rating, 419 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.

Jan 3 – 10

G$46,773 GYD per night

Guest favorite

Apartment in Ledyard

4.96 out of 5 average rating, 137 reviews

Rustic Retreat (just minutes from Casinos/ Mystic)

Come stay at our private apartment nestled on 13 acres. Enjoy a private entrance, vaulted ceilings and great views of our property. Foxwoods and Mohegan Sun Casinos, Historic Mystic and local vineyards are just minutes away. Uber and Lyft are very available in the area.

Nov 16 – 23

G$32,640 GYD 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 20 – 27

G$82,575 GYD 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 10 – 17

G$111,148 GYD per night