Family-friendly holiday rentals in Milton

4.93 out of 5 average rating, 381 reviews

The exterior of a wooden house is displayed, featuring a sloping entrance with a wooden walkway leading to the main entry. Large windows provide views of the lake and surrounding greenery, while colorful flower beds enhance the peaceful setting.

Home in Port Kent

18 Lake Stunning View of Champlain in Adirondacks

Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

4.98 out of 5 average rating, 130 reviews

The unique timber-framed home features a striking stone chimney and an attached silo. The surrounding landscape showcases vibrant fall foliage, complementing the rustic exterior. Pathways of smooth stones lead to an outdoor seating area, inviting moments of relaxation amidst nature.

Barn in Morristown

Stunning Barn & Silo retreat, on 300 private acres

This home is sure to amaze children and adults alike. Located 14 minutes from downtown Stowe, this one-of-a-kind property is nestled in the green mountains and set on 300 privately owned acres. The timber framed barn home is unique with character and craftsmanship. Additional bedrooms and bathrooms are located in an attached silo which is truly spectacular. Whether you visit in the summer, winter, or fall; this magical home will not disappoint. Built & run by a seventh generation Vermont family.

4.99 out of 5 average rating, 137 reviews

A modern living area is captured with large windows providing natural light and views of the surrounding trees. A gray sectional sofa faces a sleek coffee table, with a brown leather armchair nearby. The streamlined kitchen features a gray countertop and minimalist design elements.

Home in Malletts Bay

Modern, hilltop, lakeside retreat!

A minimal, refined retreat nestled in trees offers peaceful, modern luxury. Use the dock for swimming and relaxing, kayaking, and paddleboarding. Built in 2021 to the highest standards, for extended family. Located about 15 minutes from downtown Burlington & downtown Winooski w/ access to all manner of outdoor & maritime activities! We encourage you to enjoy coffee on the dock in the morning! Views from the house vary with the season due to the leaves on the trees. The lake is always beautiful.

4.9 out of 5 average rating, 114 reviews

A covered outdoor seating area is framed by large, sloped ceilings, offering a view of the lake. Comfortable seating is arranged around a glass-top table, with lush greenery and water visible in the background. A stone fireplace stands as an architectural feature on one side.

Home in Venise-en-Québec

L'Absolut Lac Champlain, Venise en Québec

Magnifique maison contemporaine tout équipé. Accès privé au Lac Champlain avec descente à bateau. Parfait pour des vacances en famille ou entres amis. Munie d'une salle de conférence avec Wi-Fi pour rencontre professionnelle ou télétravail. Grande aire ouverte avec divertissement tel que table de billard, baby foot et un vert de pratique. Idéal pour activités nautiques estivales (kayak et paddle board inclus) et/ou activités hivernales tel que pêche blanche, motoneige, ski de fond et raquette.

5.0 out of 5 average rating, 184 reviews

A modern guest house nestled among trees features a rich red exterior with a standing seam metal roof. The landscape is adorned with lush greenery and flowering plants, creating a serene environment. Two prominent windows provide natural light while maintaining privacy.

Cottage in Jericho

Selkie’s Shed

This guest house has been built and designed by my husband and I. It sits behind our house with private walking/biking trails right out your door. The design is modern with natural warm colors and tucked away in the trees. The loudest noise you will hear are the owls hooting and a faint distant train whistle two times a day. Our mission is to create an atmosphere of tranquility, calmness and peace. We offer mother nature outside your door with easy access to all the activities you desire.

4.97 out of 5 average rating, 201 reviews

A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.

Treehouse in Moretown

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

4.98 out of 5 average rating, 333 reviews

A serene landscape shows several Jersey cows grazing on lush green grass near a pond. The water reflects the blue sky and distant mountains, while the surrounding trees add depth to the tranquil rural setting.

Farm stay in Fairfield

Organic Farm Hideaway Home and Pond

The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Guest suite in Colchester

A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. Two bedside lamps are positioned on each side of the bed. Natural light enters through a window adorned with light curtains. A minimalist clothing rack is situated against one wall.

4.88 out of 5 average rating, 201 reviews

Cozy 1 Bedroom Apartment Getaway

Kick back and relax in this calm, cozy space! Enjoy an updated bathroom and bedroom, relax on the couch or eat a nice meal at the breakfast bar! This apartment is close to the lake, bike path, great bars and dining, and just a short drive to the mountains. There’s a small park across the street with a tennis court, basketball court and playground! Bayside Park Beach Access - 8 mins Church Street Marketplace, Burlington - 18 mins Stowe Mountain - 60 mins Smugglers Notch - 42 mins

4.99 out of 5 average rating, 327 reviews

A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.

Barn in Westford

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

4.94 out of 5 average rating, 194 reviews

A wooden bridge leads to the entrance of the treehouse, surrounded by trees displaying autumn colors. The structure features large windows and a unique architectural design, blending nature with handcrafted elements.

Treehouse in Waterbury

The Roost - Recharge & Relax

Enjoy being immersed in nature when you stay in this unique treehouse to unwind while experiencing some of the best sights and nature in Vermont. This cabin up on stilts and bordering one of Vermont's beautiful state parks. Views of the walkable Waterbury reservoir can be seen from its perch in the trees. "The Roost" aims for a balance of rustic meets elegance. With a tiled shower and heated flooring through out- one can truly reconnect and recharge in this unique experience.

4.94 out of 5 average rating, 168 reviews

A side view of the cottage reveals a single-story structure with a combination of black shingle and white siding. Large windows provide ample natural light, surrounded by a well-maintained lawn and trees. The clear blue sky adds to the serene atmosphere.

Cottage in Milton

Fun and Relaxation at The River Cottage!

You'll make great memories here! Nestled in a quiet riverside neighborhood, our digs offer a fun spot for reconnecting friends and families, writers, artists, and scholars desiring creative time or spiritual retreat, or business travelers needing work space. The public boat dock and launch is a short walk down the lane to the river. Conveniently located one exit from Burlington; 16 minutes from BTV airport. Lake swimming beach, hiking, and a winery area all nearby!

4.98 out of 5 average rating, 121 reviews

A landscaped pathway with natural stone steps leads to a rustic log cabin, framed by lush greenery. The cabin features a warm wooden exterior, complemented by a surrounding garden with various plants. A decorative bell is positioned near the pathway.

Cabin in South Hero

The Cabin @ The Birches

Nestled on the serene shores of Lake Champlain, this rustic log cabin offers the perfect escape from city life. Located at 41 Kibbe Farm Rd. in South Hero, VT, this idyllic retreat promises tranquility and natural beauty in abundance. Whether you seek a peaceful retreat or an adventure-filled getaway, this lakeside log cabin provides the perfect setting. Book your stay today and experience the beauty of Vermont from the comfort of your own cabin on Lake Champlain.

Popular amenities for Milton family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 943 reviews

The rustic treehouse, set amidst towering trees, features a wooden deck leading to the entrance. Warm lighting illuminates the inviting exterior, while a hot tub is positioned nearby. The tranquil setting offers views of the water, blending nature with cozy accommodation.

Treehouse in Newport

Vermont Treehouse with Hot Tub — Open All Winter

4.97 out of 5 average rating, 335 reviews

A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.

Treehouse in Newport

Secluded Luxury Treehouse - Hot Tub + Projector

Townhouse in Malletts Bay

A dining area is presented with a modern wooden table surrounded by six brown chairs. A large window allows natural light to fill the space, complemented by light grey walls. Decorative elements include two potted plants and a vibrant artwork piece on the wall.

4.99 out of 5 average rating, 180 reviews

Fully Loaded - Bikes & Hot Tub - Groups Welcome!

4.92 out of 5 average rating, 104 reviews

The A-frame treehouse is illuminated by warm string lights, showcasing a spacious deck above the ground. The structure is nestled among trees, featuring a mix of wooden materials and large windows that highlight the inviting interior. A cozy seating area is visible on the deck.

Treehouse in Johnson

Designer A-Frame Treehouse | Hot Tub & Sauna

4.94 out of 5 average rating, 179 reviews

An outdoor deck is equipped with a dining table and chairs, overlooking a vibrant landscape of fall foliage in various shades of red, orange, and yellow. A hot tub is positioned nearby, providing views of the surrounding trees and mountains.

Cabin in Morristown

Stowe Sky Retreat: Hot Tub/Views/Family Friendly

4.88 out of 5 average rating, 160 reviews

A hot tub is positioned with a view of the lake, surrounded by trees and an open landscape. The water is calm, reflecting the colors of the sky. In the distance, a dock is visible along the shoreline.

Home in St. Albans city

Sunrise Lake House! Comfort-Hot Tub-Beach

4.88 out of 5 average rating, 772 reviews

Apartment in Burlington

Private Beach, Bikepath Lake Cabin Hot Tub ~ UVM

4.96 out of 5 average rating, 212 reviews

An outdoor area features a hot tub under a wooden gazebo, surrounded by a stone patio. Relaxation spaces include two wooden chairs and a circular sauna, with a serene forest backdrop providing privacy and tranquility.

Chalet in Mansonville

Chalet scandinave • Spa sauna • Nature calme

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 250 reviews

An open living area features wooden walls and ceiling with ample natural light from large windows. A comfortable seating arrangement is provided with dark sofas facing a coffee table. A dining area is visible through a doorway, showcasing a table with chairs and a welcoming atmosphere.

Cottage in Swanton

Lake Champlain Cottage Rental

4.93 out of 5 average rating, 120 reviews

The exterior of the house is showcased, featuring a sloped roof with a front entrance leading to wooden steps. Surrounded by lush greenery, a grassy yard extends to the front, while trees provide a natural backdrop.

Home in Fairfax

Cozy and quiet two bedroom house with bonus room

4.94 out of 5 average rating, 111 reviews

The exterior of a cottage is shown, featuring a light gray facade and a peaked roof. A front porch with white railings includes two blue chairs and additional seating options. Lush greenery is seen in the foreground, complementing the bright blue sky.

Cottage in Peru

Amazing Lake Champlain View at Valcour Cottage

4.95 out of 5 average rating, 138 reviews

A spacious tent is set among trees, featuring a wooden deck and rocking chairs for relaxation. A white hammock is suspended nearby, surrounded by nature and dappled sunlight filtering through the leaves.

Tent in Westford

Glamping VT, with touch of OZ - Bonnie Doon Manor

4.97 out of 5 average rating, 158 reviews

A welcoming entrance features a covered porch with a rocking chair, complemented by a small side table. The front door is framed by two windows, and a mailbox is mounted beside it. Lush greenery surrounds the exterior, enhancing the peaceful environment.

Guest suite in Essex

Private Apartment, Large Yard, Close to Everything

5.0 out of 5 average rating, 207 reviews

A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.

Cabin in Enosburg

The Rustic Retreat at Twin Ponds

4.97 out of 5 average rating, 766 reviews

A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.

Guesthouse in Highgate

Beautiful lake-front cottage, Lake Champlain

4.92 out of 5 average rating, 251 reviews

A camper and single unit home are positioned on a gravel pathway, surrounded by greenery and flower planters. The camper features large windows and exterior steps, while the home displays an American flag and a star decoration on its facade.

Guesthouse in South Hero

Rustic 5th wheel camper close to lake.

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 329 reviews

The heated in-ground pool is framed by a spacious patio, showcasing a view of the Richelieu River at sunset. Lush greenery surrounds the area, with a fence enhancing privacy. Comfortable seating arrangements are present near the pool, creating a welcoming outdoor space for relaxation.

Cottage in Noyan, Quebec

Sunset Cottage on the Richelieu River CITQ#302701

Chalet in Saint-Georges-de-Clarenceville

An aerial view captures the expansive property, featuring a large brick house with a dark roof. A rectangular pool is surrounded by a paved area, with green lawns and trees accentuating the surrounding landscape. Additional structures are visible in the background.

4.78 out of 5 average rating, 167 reviews

Le Noyan - Luxurious 6-Bedroom Getaway

4.96 out of 5 average rating, 180 reviews

The farmhouse features a welcoming green exterior with white trim and a covered porch. A pathway lined with blooming hydrangeas leads to the entrance. Lush trees and manicured lawns surround the property, set against a backdrop of clear blue skies and a few clouds.

Farm stay in Jay

Blue Pepper Farm in Jay, New York

4.82 out of 5 average rating, 148 reviews

A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.

Home in Plainfield

Mountain View Farmhouse w/ Orchard, Pool is Open!

4.95 out of 5 average rating, 169 reviews

A dining area is presented with a long wooden table, surrounded by several gray chairs. Two built-in benches with patterned cushions and pillows are positioned along the wall. A round mirror is mounted above the table, reflecting the space's natural light.

Townhouse in Stowe

Stowe, Newly Renovated Topnotch Resort Townhouse

Guesthouse in Montgomery Center

A guest cabin nestled in the woods is visible, featuring a spacious green yard and a flowing brook nearby. A hammock hangs between trees, while red outdoor chairs are arranged around a stone fire pit. The cabin's elevated deck overlooks the serene landscape.

4.97 out of 5 average rating, 407 reviews

Cabin in the Woods VT - Discount Jay Peak Lift Tix

4.89 out of 5 average rating, 178 reviews

A modern lodge is illuminated at night, revealing its striking architecture with large windows. An inviting saltwater pool reflects the ambient light, surrounded by a spacious deck. Relaxation areas, including tables and chairs, are positioned around the pool, creating a welcoming outdoor space.

Cabin in Jay

Cozy Lodge with Hottub/Sauna/Games near Whiteface