
Holiday rentals with outdoor seating in Montauk
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Montauk
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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

Montauk Cottage Escape
EH Town Rental Registry: 23-483 Escape to Montauk’s Quiet Side- Enjoy the peaceful beauty of Montauk in the off-season from this updated, spacious, comfortable home - close to town, beaches, and scenic trails. Between cozy nights in and crisp coastal walks, this is the perfect retreat for a weekend getaway or a work-from-home reset. Reliable Wi-Fi and a fully equipped kitchen make it easy to settle in for a few days—or weeks. Dogs are welcome with prior approval (Additional pet fee applies.)

Montauk Waterfront Condo w/ Sunset Views
Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Twin Pond Ocean View Studio 3
Semi-private path to one of the best beaches in Montauk. Imagine not having to deal with Ditch parking but beach passes included! Twin Pond is a compound on 2.5 acres on Old Montauk Highway. Studio is one of 7 units—galley kitchen (no cooktop) with 180 degree views (1) Qn Size Bed. Walk to Town & restaurants. Modern chic with flat screen TV and WiFi. Ideal for couples/single. Outdoor furniture and a gas grill. Dog fee is $250 per dog. Only small to medium size dogs. No cats or other animals.

Modern Montauk retreat with wood stove by Harbor
Scandinavia meets Montauk in this sophisticated, comfy, all-season getaway with open-plan interior & large, private fenced yard. • 950 sq ft, 2 BRs (compact but comfy), 1 Ba, full high-end kitchen, W/D, A/C • Wood stove, Solo stove, patio, outdoor shower, high-end linens & furnishings/decor • Steps to LI Sound & Harbor. 3 mi to ocean/Town • Owner is in a private studio w/ own entrance in the house. No shared spaces! • Ask about dogs & flexible rental periods CLICK MORE for IMPORTANT INFO!

3 BR/Pool. Walk to Beach & Town!
Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

2 BR apartment near ocean in Hither Hills
Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hamptons! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Recharge at our Renovated ocean front unit
Looking for a relaxing weekend to recharge on the beach? Then this newly renovated, bohemian-chic, apartment is perfect for you. Imagine waking up every morning to beautiful unobstructed ocean views and ending your night with a drink in hand watching the sunset. If you’re lucky, you might see some whales or dolphins breaching in the water right off our private beach. We would love to host you for your Montauk beach getaway.

Light-filled Sag Harbor village gem
Midcentury style in the heart of Sag Harbor Historic district. Soaring 20-foot floor-to-ceiling windows and skylights throughout offer the ideal indoor-outdoor experience for enjoying all seasons. Featured in Home & Garden, the house is situated on sprawling grounds, one of the largest lots in Sag Harbor. In the winter, enjoy the Scandinavian sauna and lounge in front of the fireplace. Gunite pool open May 25 to Sept 3.

Laid Back Bungalow btwn Surf Lodge, Beach & Town
Welcome to Casa Bungo, our laid-back, surf inspired beach bungalow in the heart of Montauk. Located on Edgemere Street, in between Surf Lodge & downtown and walking distance to the beach, our 2-bd bungalow is perfect for families or two couples. Owned by the husband and wife team behind Studio MTK, a local interior design firm, this is Montauk at its best! Follow us @studiomtk to learn more! EH Rental Registry: 24-1259

Cheerful East Hampton home with Pool
Situated off of a quiet lane on one and a half-acres of land, this amazing residence offers a peaceful and quiet Hamptons getaway. The home consists of 4 wonderful bedrooms, 3.5 modern bathrooms, a heated pool & mature landscaping. Additionally, please read my disclosures and "rules". Not a party house. No Events, parties & No smoking will be permitted. The house is beautiful, tranquil and very comfortable. THANK YOU!

Waterfront House on Fort Pond, MTK
Spacious house right on Fort Pond with relaxed bohemian vibe. Enjoy the open kitchen, reclaimed wood beams, and hand crafted furniture. Access directly to the water from the back yard. There are two other cottages that are two bedrooms each on property as well. We do live on the property full time and enjoy making our space a safe and clean environment.
Popular amenities for outdoor seating rentals in Montauk
House rentals with outdoor seating

PICTURE PERFECT SOUTHAMPTON HOME-

Private & Pristine with Pool and Kid’s Playard

East Hampton 3 Bed / 3 Bath Charmer w Pool

Modern East Hampton Home w/ Heated Saltwater Pool
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

East Hampton Oasis - Pool and Hot Tub

Center of Town + Ideal for Beach, Golf & Tennis

Hamptons Oceanfront Oasis
Apartment rentals with outdoor seating

Hamptons Hills Escape

Upscale Newly Constructed Apartment

Boho Beach Vibez Retreat! Private entrance

Vacation at the Beach: Entire Home

Quiet and comfy studio near the Hamptons

Renovated Guest Cottage close to E.Hampton Village

Bright, Southold Studio Apt near beach & town

Walk to Bay and Ocean-Newly Renovated
Apartment rentals with outdoor seating

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Sun N Sound Resort, Montauk, NY

Beautiful condo on Long Islands Northfork

Montauk Royal Atlantic Beach Resort North

2 BR Waterfront Autumn Escape in Wine Country

Endless Summer Studio Condo w Balcony Bayview

Beautiful Waterview Condo on the North Fork of LI

Condo on the ocean in Montauk
When is the best time to visit Montauk?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $704 SGD | $702 SGD | $646 SGD | $765 SGD | $941 SGD | $1,055 SGD | $1,181 SGD | $1,252 SGD | $888 SGD | $733 SGD | $764 SGD | $761 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about holiday rentals with outdoor seating in Montauk

Total holiday rentals
Explore 330 holiday rentals in Montauk

Nightly prices starting at
Montauk holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 11,700 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
320 of Montauk holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Montauk rentals

4.9 Average rating
Montauk stays are highly rated by guests – averaging 4.9 out of 5!
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- Foxwoods Resort Casino
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Easton Beach
- Mohegan Sun
- Bonnet Shores Beach
- Second Beach
- East Matunuck State Beach
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