Family-friendly holiday rentals in Wilton

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Top-rated family-friendly rentals in Wilton

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bed is dressed in striped blankets and accented with decorative pillows. Soft wall sconces provide warm lighting on either side, illuminating a nearby framed picture and a decorative wall motif. A rustic wooden trunk at the foot of the bed offers additional storage.
Loft in Farmington
4.98 out of 5 average rating, 127 reviews

Luxury loft in historic downtown Farmington

Pets welcome! 25.00 pet fee required. A sanctuary in the middle of historic downtown Farmington, the Loft is the perfect jumping-off point for your Western Maine adventures. The kitchen is fully equipped with refrigerator, oven, and dishwasher, and all furnishings have been thoughtfully curated. Locally owned shops, restaurants, and UMF campus are steps away. It's the perfect home away from home for visiting professional, or those in town to visit family or student. See “Guest Access” section.

Top guest favourite
The farmhouse exterior is shown during twilight, with warm light glowing from large front windows. A spacious front porch is visible, featuring rocking chairs and planters. Surrounding trees add shade, while the yard is maintained with grass. The overall setting conveys a peaceful ambiance.
Home in Jay
4.95 out of 5 average rating, 108 reviews

Porky's Parsonage! 3 BR 1.5 bath Farm house. Cozy!

Relax with the whole family at this 3 bed, 1.5 bath farm house. Perfect spot for a quiet and fun family trip. 250 yards from the Whistle Stop Trail for snowmobiling, snowshoeing and x-country skiing. 30-45 minutes from 5 ski areas(Titcomb, Sugarloaf,Sun River, Black Mountain and Lost Valley) 100 yards from the Androscoggin River and 1/4 mile to where you can drop in a Kayak or canoe. Walk to a waterfall. Huge yard for family fun, parking etc! Ride your ATV/snow machine straight to trails!

Guest favourite
A modern tiny house is nestled among tall trees, showcasing two large glass walls that allow sunlight to stream inside. The cabin is elevated on stilts, with a snowy landscape surrounding it, creating a serene and private retreat in nature.
Tiny home in Jay
4.93 out of 5 average rating, 260 reviews

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.

Top guest favourite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.96 out of 5 average rating, 273 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top guest favourite
A cozy living area features knotty-pine walls and a comfortable seating arrangement with a blue sofa. A small coffee table sits atop a textured area rug. A television is positioned on a media console, illuminated by a nearby lamp. Two windows with patterned curtains allow natural light to fill the space.
Home in Farmington
4.98 out of 5 average rating, 233 reviews

Farmington and UMF! Walk to town! Skiers welcomed!

We take great pride in providing a stay that you will remember for years to come. Our moose house is well-stocked with all essential amenities and a few extra surprises! Quaint, convenient neighborhood walking distance to UMF and downtown Farmington. Franklin Memorial Hospital is a short drive. Sugarloaf and Rangeley areas are 45 minutes. WIFI and smart TVs. (No cable.) Washer/Dryer with detergent available. Great place to stay for exploring Maine or a visit with your family and friends.

Top guest favourite
A cozy living area is highlighted by an electric fireplace set against a stone wall, providing a warm focal point. Two glasses of red wine sit on a rustic glass table, accompanied by decorative wood coasters and a small plant nearby.
Flat in Kingfield
4.96 out of 5 average rating, 385 reviews

On The River 2 with Lucy the resident cat

On the River 2 is located in the heart of the historic downtown Kingfield on Main street with river views of the Carrabassett river. Miss Lucy Lu (Lucy) is the cat residents who lives in this special apartment. She is the host and will greet you. She loves people. She is an indoor kitty. There is a restaurant next door, the gallery is downstairs, swimming out the back of the building. Sugarloaf mountain close by. Mountains of possibilities to explore in the western area of Maine.

Top guest favourite
A private cottage is surrounded by lush greenery, nestled among trees. The entrance features a wooden deck with two chairs and a small table, inviting relaxation. A well-maintained stone path leads to the cottage, enhancing the private and secluded ambiance.
Cottage in Farmington
4.98 out of 5 average rating, 205 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Top guest favourite
The kitchen features a mix of cabinetry and counter space with a double sink, electric stove, and refrigerator. A tiled floor with a patterned design provides a clean and functional aesthetic. Natural light enters through the window, illuminating the space.
Flat in West Paris
4.98 out of 5 average rating, 242 reviews

Private Apartment in the Foothills! A Gem!

One mile from Route 26! Charming apartment with private locked entrance and separate driveway attached to historic 1880s farmhouse in the foothills of Western Maine. Clean and cozy, it has one bedroom with a queen bed and two sofa sleepers which make it a great spot for a couple or a family of four. We're only fifteen minutes to Mt. Abram and 30 minutes to Sunday River. There's easy-access to snowmobile trails and Moose Pond right across the road. Oxford Casino is 30 minutes south.

Guest favourite
The rustic log cabin exterior features a wide wooden porch with two black chairs positioned at the entrance. Above the door, a sign indicates 'Colby's Cabin.' Natural surroundings of green foliage frame the cabin, enhancing the secluded atmosphere.
Cabin in Weld
4.97 out of 5 average rating, 179 reviews

Colby's Cabin

Beautiful, off-the-grid, rustic log cabin with outhouse on 10 acres in the wilderness of western Maine. Located just minutes from Webb Lake, Tumbledown Mountain & Mt. Blue State Park. Trails close by. In Maine’s finest hiking, hunting, fishing, boating, , skiing, hiking territory. A perfect place for adventure, romance, celebration or serenity. An escape from the electronic world, the cabin has solar and battery lights but no power generator. (See Winter Conditions below)

Top guest favourite
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 395 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Top guest favourite
A gravel path leads towards a charming carriage house flanked by striking greenery. The residence features a welcoming porch with a pitched roof and decorative lighting, while a rustic red barn adds character to the lush surroundings.
Flat in Farmington
5 out of 5 average rating, 225 reviews

Escape and Engage at Bray Barn Farm!

Spacious, quiet carriage house in the Western Maine foothills nestled between farmhouse and barn. 15 acres of gardens, meadows and woods. Great for meandering and wandering about, walking the labyrinth, resting in the shade garden and orchid. Sleeps five. Great for time with family and friends, as well as solitude. We gladly accept persons 21 and older. We welcome children and infants. 4 miles north of Farmington towards Sugarloaf.

Guest favourite
The exterior of the renovated school house is displayed, featuring light blue siding and a prominent arched window above the double glass doors. A wooden deck surrounds the front entrance, and planters are positioned along the edges, contributing to the inviting appearance.
Guest suite in Mexico
4.94 out of 5 average rating, 237 reviews

Beautiful Renovated Schoolhouse w/Private Entrance

Come stay in our renovated school house! This guest suite has great history. It has a spacious room with private entrance and private bathroom. Original wood floors, ornate copper ceilings, private driveway and private deck. Minutes from great hiking, waterfalls, lakes and ponds, and gorgeous scenic views. I have a 5 star cleanliness rating and can ensure that every surface is thoroughly sanitized between guests.

Popular amenities for Wilton family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Wilton

  • Total holiday rentals

    Explore 20 holiday rentals in Wilton

  • Nightly prices starting at

    Wilton holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Wilton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wilton rentals

  • 4.9 Average rating

    Wilton stays are highly rated by guests – averaging 4.9 out of 5!