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House holiday rentals in Wilton

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Top-rated house rentals in Wilton

Guests agree: these houses are highly rated for location, cleanliness and more.

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Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Guest favourite

Home in Fairfield

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

Home in Ossining

4.85 out of 5 average rating, 142 reviews

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Home in Washington

5 out of 5 average rating, 12 reviews

ShrinkMapBestTown Washington PoshPadsCT Senff 8BR

PoshPadsCT - Fully restored historic 8 BR Estate, 2 fireplaces, heated pool, bbq, screening room, gourmet kitchen Viking 6-burner gas range, Sub Zero Ref. All bed linens are down feather beds, comforters and pillows with Frette pressed cotton sheets, bathrobes and bath linens. The perfect home for entertaining or relaxation. Private scenic estate walking neighborhood across from pond and waterfall. This home is close to wonderful restaurants, boutiques, Lake Waramaug beaches, Mohawk Skiing.

Guest favourite

Home in Milford

4.92 out of 5 average rating, 78 reviews

Charming one bedroom house in Milford, CT

Charming, stylish, newly remodeling little house / centrally located, just minutes away from shopping, restaurants, beaches, train station and downtown. Great for travelers, just blocks away from I-95 and the Merritt Parkway. Short Walk: McDonald’s, Wendy’s, CVS, Walgreens, Big Y World Class Market, Stop & Shop Under 5 min drive: Silver Sands Park, Walnut Beach, train station, Downtown, restaurants Under 20 min drive: Costco, Wholefoods, Trader Joe’s, Connecticut Post Mall, Yale, Hospitals

Guest favourite

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Guest favourite

Home in Beacon

4.96 out of 5 average rating, 363 reviews

River & Mtn Views - Jacuzzi - near Metro North

Panoramic Hudson River and Storm King Mountain views, just a 5-minute walk from train station, 3 minutes to Dia Beacon. Walk to Main Street. (Or ride one of the house bikes!) Watch the sun go down over the Hudson River from the Jacuzzi (or the outdoor shower) at this prime location. My kitchen is fully equipped with more than just basics. Also, Weber grill out on the deck is hooked to gas line. Includes Linens, Towels & Toiletries. House also has Iron, Ironing Board and Hair Dryer.

Home in New Milford

4.88 out of 5 average rating, 188 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Guest favourite

Home in New Fairfield

4.92 out of 5 average rating, 111 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Home in Cornwall-on-Hudson

4.91 out of 5 average rating, 197 reviews

Waterfall @ 1850 Cottage near West Point/StormKing

Check us out on IG @upstategetaways Nestled in the Hudson Highlands, The Storm King Mountain House sits on a secluded 4 acres with a huge patio deck and a path into the Storm King Mountain Trailhead. The house is right next to West Point, Cornwall-on-Hudson, the Hudson River, and centered between the Hudson Highlands and Black Rock Forest. Our house is perfect for any weekend getaway or a vacation with family and friends. We are a quick 1-hour drive from New York City.

Home in Stamford

4.83 out of 5 average rating, 142 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favourite

Home in Milford

5 out of 5 average rating, 100 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌟 Special Discounts on Early Birds, Last-Minute Stays & 7+ Nights! 🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Holiday rentals for every style

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Homes

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Popular amenities for house rentals in Wilton

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Stormville

4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

Guest favourite

Home in Cheshire

5 out of 5 average rating, 131 reviews

Pool House

Guest favourite

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

Guest favourite

Home in Stamford

4.95 out of 5 average rating, 244 reviews

Midcentury Modern ZenHouse Sculptor Studio

Home in Lagrangeville

4.84 out of 5 average rating, 135 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

Home in Danbury

4.86 out of 5 average rating, 111 reviews

Private apartment

Guest favourite

Home in Fairfield

4.97 out of 5 average rating, 37 reviews

Fairfield! 5 bedroom, 3.5 bath on cul-de-sac

Guest favourite

Home in Pound Ridge

5 out of 5 average rating, 153 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Weekly house rentals

Guest favourite

Home in Tomkins Cove

4.94 out of 5 average rating, 154 reviews

Hudson Valley Victorian with River Views

Guest favourite

Home in Philipstown

4.93 out of 5 average rating, 125 reviews

Cozy 3 bedroom house on quiet private road

Home in White Plains

4.88 out of 5 average rating, 8 reviews

Indigo Inn III -A Retro Modern Cove White Plains

Home in Philipstown

4.86 out of 5 average rating, 128 reviews

Bear Mtn Haus near hiking trails

Guest favourite

Home in New Fairfield

5 out of 5 average rating, 30 reviews

Lake Front Family Oasis

Guest favourite

Home in Syosset

4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

Guest favourite

Home in Highland Falls

4.97 out of 5 average rating, 60 reviews

West Point Hudson Valley Getaway

Guest favourite

Home in Marlboro

4.99 out of 5 average rating, 187 reviews

Historic 1873 Farmhouse Near Vineyards & Orchards

Private house rentals

Home in Trumbull

4.87 out of 5 average rating, 38 reviews

Beautiful House to relax with the Family.

Guest favourite

Home in Wading River

4.96 out of 5 average rating, 493 reviews

Your Zen Retreat

Guest favourite

Home in Pawling

5 out of 5 average rating, 219 reviews

Hobbit House of Pawling

Guest favourite

Home in Bedford

5 out of 5 average rating, 26 reviews

The Waterside Home - Pool, Tennis, Sauna & Golf

Guest favourite

Home in Huntington Station

5 out of 5 average rating, 47 reviews

Two for One | Luxury Home & Studio | Pre Weddings

Guest favourite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

Guest favourite

Home in Philipstown

5 out of 5 average rating, 26 reviews

Charming Retreat 3B/3B Garrison, 2 Fireplaces

Guest favourite

Home in Newtown

4.97 out of 5 average rating, 156 reviews

Spacious, private home, must see!

Quick stats about house rentals in Wilton

Total rentals
40 properties
Total number of reviews
540 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore