
Holiday rentals with a washing machine and dryer in Shelter Island
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Top-rated rentals with washing machine and dryer in Shelter Island
Guests agree: these rentals with washing machine and dryer are highly rated for location, cleanliness and more.

Serenity + privacy; 1 block to waterfront dining
Enjoy the privacy and serenity of your own home! Located near all of the best Hampton's attractions. Enjoy your large home surrounded by nature and calm vibes. Swim in your pool, spark up the BBQ + firepit, enjoy al fresco dining under the stars. Stream your 80' TV + cook in your large Chef's kitchen. Stroll just 1 block to the best waterfront dining + cafe for dinner/drinks/coffee on the sea. You will be 8 mins to Main St., 10 mins to beaches, close to museums, coffee shops + so much more!

Surf Scoter Cottage Shelter Island
New heated gunnite Pool & pea gravel driveway. 4BR renovated mid-century ranch with a breezy nautical theme. Central A/C. Giant back deck: Propane & Charcoal BBQ, Jacuzzi, Hammock & glorious Outdoor Shower. Private front & back yards. Fab mirrored bar, cozy kitchen, double-sink master bath+full 2nd bath. Impressive vinyl collect & 4 speaker Bluetooth stereo, Piano, chill basement media room + ping pong & foosball ! washer/dryer. 4 bikes, beach chairs, cooler & umbrella. $100 /dog sorry no cats

Cozy Shelter Island 2 Bedroom 1 Bath Cottage
This cozy cottage is perfect place to relax and unwind. Located in the center of the island about a mile from the beach and nature preserve. Sleeps up to 9 people - with queen size aero bed provided. Linens, dishes, utensils etc. included. Fridge has icemaker and filtered water feature. Outdoor covered dining area with table and 8 chairs. 2 person swing, BBQ & outdoor shower. 2/3 acre property. Relax with the whole family at this peaceful place to stay.

Designer's Dream - Charming Boathouse
An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's with modern updates. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

Hay Beach Family Home: Fire Pit, Playroom, Yard
Two blocks from Hay Beach, this family-and-dog-friendly 3BR sleeps 6 in a quiet Shelter Island neighborhood. Fenced yard, fire pit, playroom, crib, toddler toys, beach gear, and bikes included. The home was built for families: open living area with wood-burning fireplace, full kitchen, 2 full baths, basement playroom, and workout space. Outside: fully fenced yard, fire pit, sun loungers, propane grill, Big Green Egg. Winter stays: $0 cleaning fee Nov–Mar.

Beautiful beach home with pool & water views!
Perfectly situated just past the Island Boatyard and Salt in a blissful neighborhood surrounded by water on 3 sides. 4 town landings and beach access right across the street. Newly renovated gourmet kitchen with large island and beautiful quartz counters. Back deck offers full outdoor dining space with propane Weber grill, wicker seating area with beautiful propane Firepit for hours of evening enjoyment and chaise lounges by the pool.

The Cooper-Burke House
Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

Bayfront 1BR/2BR detached guesthouse with pool
Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!

Hamptons - Shelter Island Farmhouse
Kid friendly! Perfect two family split! Come enjoy our island retreat. Relax with the whole family at this peaceful pad. You will be 2 min on bike from Wades Beach. You can also walk to the best BBQ/seafood in Shelter, Commander Codys. Features a large open kitchen/dining room plus also a spacious living room. 4 bedrooms with new mattresses, huge outdoor patio for family BBQs. No dogs please.

Laid Back Relaxation
Kick back and relax in this calm, stylish space. Nice newly updated home on a quiet street within walking distance to beaches, restaurants and a golf course. Great location near Shelter Island heights town, Crescent beach and Sunset beach. The location provides both privacy and relaxation at home with just a short walk or ride to popular Shelter Island spots.

Squire Chase House
Wide open loft like space in the heart of the Heights walking distance to North ferry and Marie Eiffel market Many antiques including 1930s leather club chairs and a wonderful 1850 Swedish gustavian sofa in the living room many original pieces of art work Note :the bath tub in the master bedroom is for decoration only Shelter Island license B Zone

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).
Popular amenities for Shelter Island washing machine and dryer rentals
Apartment rentals with a washing machine and dryer

Hamptons Hills Escape

Upscale Newly Constructed Apartment

Southampton apt walk to village

Vacation at the Beach: Entire Home

Renovated Guest Cottage close to E.Hampton Village

Lovely 2-bedroom apartment in a historic home

Walk to Bay and Ocean-Newly Renovated

Private 1st flr apt w/ patio 3 blocks from beach
House rentals with a washing machine and dryer

Private Oasis W/Stunning Vinyard and Pool Views

Private Waterfront Access + Hot Tub + Scenic Yard

Stunning Southampton Star

1830 Historic garden wing - walk to it all

US Open Quiet Private House Pool 5 min to Village

Modern Farmhouse Steps to Beach & Love Lane

Amazing Home close to Everything -

Coastal Cottage on the Water
Apartment rentals with a washing machine and dryer

Water front, sunsets, sail boats, 30 day minimum

Beautiful condo on Long Islands Northfork

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Escape | Private Beach, Pool & Views

Beachside Waterview 2Br Condo w/ Pool in Greenport

Waterfront Condo C-204 at The Cliffside Resort

Deluxe Studio Apt@The Montauk Manor
When is the best time to visit Shelter Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $840 SGD | $751 SGD | $774 SGD | $774 SGD | $906 SGD | $917 SGD | $987 SGD | $980 SGD | $839 SGD | $780 SGD | $761 SGD | $774 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals with a washing machine and a dryer in Shelter Island

Total holiday rentals
Explore 110 holiday rentals in Shelter Island

Nightly prices starting at
Shelter Island holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Shelter Island holiday rentals include wifi access

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

4.9 Average rating
Shelter Island stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Shelter Island
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- Rentals with beach access Shelter Island
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- Beachfront rentals Shelter Island
- Pet-friendly rentals Shelter Island
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- Rentals with a kayak Shelter Island
- House rentals Shelter Island
- Family-friendly rentals Shelter Island
- Rentals with a firepit Shelter Island
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- Rentals with a patio Shelter Island
- Rentals with a fireplace Shelter Island
- Rentals with a washing machine and dryer Suffolk County
- Rentals with a washing machine and dryer New York
- Rentals with a washing machine and dryer United States
- Beach
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Southampton Beach
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Sunken Meadow State Park
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach





