Holiday rentals with a fireplace in Lake Montauk

4.95 out of 5 average rating, 233 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

4.95 out of 5 average rating, 435 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Superhost

4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

4.98 out of 5 average rating, 87 reviews

Flat in Montauk

Beautiful modern retreat with wood stove by Harbor

Scandinavia meets Montauk in this sophisticated, comfy getaway. The open-plan interior (wood stove, high-end furnishings/linens/appliances) leads to a covered patio & large yard. (firepit, shower, grill). Beautiful touches everywhere, landscaped for privacy & just a few blocks to LI Sound & Harbor. 3 mi to Ditch Plains or Town. See last photo for accurate location. Note: Owner is in a separate private studio with own entrance. Ask about pet or flexible rental period. 4 people max INCL KIDS.

4.93 out of 5 average rating, 154 reviews

Large heated pool, games room, near private beach

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (opens 04/25 and closes mid-October (there's an additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool or take a 15 min walk to private bay beach to swim and paddle board. Or drive 15mins to the Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg RR-25-399 Local taxes included

4.96 out of 5 average rating, 189 reviews

Home in Stonington

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

4.94 out of 5 average rating, 170 reviews

Apartment in Norwich

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

4.98 out of 5 average rating, 108 reviews

Apartment in Norwich

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

1st floor studio, centrally-located condo at Norwich Spa. Relax with all the comforts of home: a fully stocked kitchen, coffee/tea bar, electric fireplace, and cozy blankets. Located 2 min from Mohegan & 10 min from Foxwoods. Relax at the Villa with a hot tub, sauna, and 2 seasonal saltwater pools (seasonal). There are 2 restaurants onsite with entertainment w/ delivery to the room or poolside. Mystic Seaport/Aquarium are only 20 min away w/beautiful beaches. 1/2 to NY from Boston.

4.98 out of 5 average rating, 271 reviews

Home in Lyme

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

4.98 out of 5 average rating, 102 reviews

Home in Montauk

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

4.94 out of 5 average rating, 125 reviews

Guest suite in Montauk

Cozy guesthouse in an English style Tudor house

Light and airy, lots of blue and white (think Ralph Lauren) cozy and country feeling cottage in an English tudor house. The perfect place for a relaxing stay in Montauk. Reminiscent of an English county cottage with all its charm and imperfections. Its the perfect spot for a BBQ and relaxing outside with the sounds of birds chirping and the leaves rustling. 20 min walk to town, 25 min walk to the beach. I hope you'll enjoy your stay :)