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Family-friendly holiday rentals in Oxford County

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Top-rated family-friendly rentals in Oxford County

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

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Guest favourite
Home in Harrison

Privacy, River, Pond, A frame Hot Tub, EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

KitchenIndoor spacesBackyard

4.9 out of 5 average rating, 364 reviews
Superhost
A hot tub bubbles gently, surrounded by towering trees and a serene view of Moose Pond. The water reflects the clear blue sky and is framed by a tranquil landscape, creating a peaceful atmosphere for relaxation.
Cabin in Bridgton

Waterfront,Hot tub,Private dock,Freshly renovated

Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

KitchenFamilyValue

4.82 out of 5 average rating, 190 reviews
Top Guest favourite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

FamilyIndoor spacesLong stay

4.99 out of 5 average rating, 548 reviews
Top Guest favourite
The spacious kitchen features wooden cabinetry and ample counter space. A central food prep island is surrounded by four wooden chairs. Basic cookware and utensils are visible, along with modern appliances, including a refrigerator and microwave, set against a patterned backsplash.
Home in Rumford

Your Maine Base Camp

You have full access to this spacious house. Enjoy the large kitchen with a food prep island, ample counter space, basic cookware utensils and ingredients for cooking and baking. The dining room table comfortably seats eight. Relax in the living room with a TV monitor for streaming your preferred services, comfy furniture, and a pellet stove. One bedroom is on the ground floor and two upstairs. Living room is 4 steps down from other ground floor areas. There are no TV monitors in bedrooms.

FamilyIndoor spacesWi-Fi

4.98 out of 5 average rating, 190 reviews
Top Guest favourite
A small, wooden dock extends into Jewett Pond, featuring two teal Adirondack chairs positioned towards the water. Lush green hills rise in the background, reflecting the serene setting. The calm water invites relaxation and offers unobstructed views of the surrounding nature.
Cabin in Oxford County

Jewett Pond Retreat

Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.

FamilyKitchenDecor

4.91 out of 5 average rating, 199 reviews
Top Guest favourite
Home in Oxford

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Indoor spacesFamilyValue

5.0 out of 5 average rating, 245 reviews
Top Guest favourite
Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.
Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

KitchenFamilyBeach

4.92 out of 5 average rating, 146 reviews
Top Guest favourite
Chalet in Bethel

Hot Tub | Game Room | Dog-Friendly | Sleeps 14

Planning a ski trip, mountain biking weekend, or relaxing getaway? The Retreat by Just Happy Homes is meticulously crafted to offer an exceptional experience for family and friends seeking both outdoor adventure and relaxation. New construction, 5 bed/3.5 bath mountain home, 12 min to Sunday River, 7 min to Mt. Abram, and 5 min to downtown Bethel. Enjoy a private hot tub, huge game room, stocked kitchen, kid-friendly supplies, dog-friendly hospitality, and peaceful wooded views.

KitchenFamilyAccuracy

4.99 out of 5 average rating, 112 reviews
Top Guest favourite
Chalet in Bryant Pond

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!

Indoor spacesKitchenHot tub

4.93 out of 5 average rating, 194 reviews
Top Guest favourite
An open-concept living area features a spacious sectional sofa, a coffee table, and a large smart TV mounted on the wall. High ceilings with wooden beams enhance the room, while large windows allow natural light to fill the space, creating a welcoming atmosphere.
Home in Rumford

River Valley Sunset Retreat Bethel & Newry Skiing

Your adventure begins at River Valley Sunset Retreat. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 113 reviews
Top Guest favourite
Treehouse in Woodstock

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

FamilyKitchenBiking

4.98 out of 5 average rating, 324 reviews
Top Guest favourite
A log cabin with a welcoming design features four prominent gabled windows on the upper level. The earthy tones of the wood blend harmoniously with the surrounding greenery. A wooden walkway leads from the lakeside, enhancing accessibility to the cabin's entrance.
Cabin in Weld

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)

Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.

KitchenFamilyValue

4.95 out of 5 average rating, 141 reviews

Popular amenities for Oxford County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
The game room features vibrant murals depicting video game characters and arcade themes. A ping pong table occupies the center, surrounded by a cozy leather couch and a large TV. The space is brightened by natural light from overhead fixtures, enhancing the lively atmosphere.
Cabin in Newry

Mountain View Chalet with Hot Tub and Game Room

Indoor spacesKitchenOutdoor spaces

4.96 out of 5 average rating, 157 reviews
Guest favourite
Home in Newry

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

KitchenFamilyPets

4.87 out of 5 average rating, 113 reviews
Top Guest favourite
A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.
Home in Woodstock

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

FamilyIndoor spacesBreakfast

4.99 out of 5 average rating, 158 reviews
Top Guest favourite
Cabin in West Paris

Log cabin, stunning views, hot tub, fire pit

Indoor spacesFamilySleep quality

4.96 out of 5 average rating, 223 reviews
Guest favourite
An open-concept living area features comfortable couches adorned with yellow pillows. A glass coffee table sits on a plush rug, and hardwood floors add warmth. The space is complemented by modern kitchen elements, including a large hooded range and sleek cabinetry, visible in the background.
Home in Bethel

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly

Indoor spacesKitchenHospitality

4.97 out of 5 average rating, 132 reviews
Top Guest favourite
A charming chalet is set amidst lush greenery, featuring a unique wooden exterior and large glass windows. The inviting entryway leads to a spacious deck supported by wooden beams, with surrounding landscaping that includes natural stone walls and various plants.
Chalet in Greenwood

Log Home Upper Unit - Hot Tub - Fall Foliage

Indoor spacesFamilyBiking

4.94 out of 5 average rating, 114 reviews
Top Guest favourite
Home in Conway

Luxe Lodge in the Woods! With Sauna & Hot tub

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 116 reviews
Top Guest favourite
Yurt in Woodstock

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi

KitchenFamilyBarbecue

5.0 out of 5 average rating, 288 reviews

Family- and pet-friendly home rentals

Guest favourite
Cabin in Greenwood

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

FamilyKitchenLaundry

4.95 out of 5 average rating, 277 reviews
Guest favourite
Cottage in Bethel

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

Indoor spacesFamilyDecor

4.86 out of 5 average rating, 113 reviews
Top Guest favourite
Cabin in Andover

Bearbrook: River, hikes, nature, adventure, relax

Indoor spacesFamilyDecor

4.98 out of 5 average rating, 159 reviews
Top Guest favourite
A wooden dock extends toward calm water, with a gentle sloping pathway leading down from the boathouse. The clear water reveals stones at the bottom, while green trees frame the picturesque lakeside view.
Guesthouse in New Gloucester

On the water Boathouse!

Indoor spacesKitchenGetting around

4.9 out of 5 average rating, 175 reviews
Top Guest favourite
A comfortable seating area is illuminated by natural light from a large window, offering a view of the water. A cozy throw is draped over the couch, and a decorative coffee table holds various magazines. A dog rests peacefully on the couch.
Cabin in Rangeley

Your Pet Friendly, Maine Escape, on Haley Pond!

FamilyIndoor spacesCheck-in

4.97 out of 5 average rating, 162 reviews
Top Guest favourite
A peaceful cabin is surrounded by a snow-covered landscape under a clear blue sky. Snow blankets the ground, while a balcony extends from the cabin, nestled against the backdrop of mountains. The scene reflects a serene winter setting, perfect for outdoor activities.
Cabin in Andover

Good For The Soul Gorgeous Views! No pet fee

Indoor spacesKitchenNearby

4.98 out of 5 average rating, 326 reviews
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

Beautiful Renovated Schoolhouse w/Private Entrance

KitchenIndoor spacesCheckout

4.93 out of 5 average rating, 254 reviews
Top Guest favourite
A stunning view of distant mountains is captured at sunset, with soft hues of pink and purple in the sky. A modern house is positioned in the foreground, framed by trees, providing a serene backdrop to the surrounding natural landscape.
Cabin in Greenwood

The Lookout at The Cross Farm

Indoor spacesFamilyValue

4.99 out of 5 average rating, 262 reviews

Family-friendly home rentals with a pool

Guest favourite
A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.
Home in Peru

the lake house

Indoor spacesFamilyBackyard

4.94 out of 5 average rating, 236 reviews
Guest favourite
A serene view of a calm river surrounded by lush greenery. Gentle slopes lead to sandy banks, while trees provide a natural border on either side. The water reflects the blue sky above, creating a peaceful ambiance ideal for outdoor relaxation.
Condo in Conway

Cozy Family Retreat with Saco River Access

Indoor spacesKitchenHiking

4.91 out of 5 average rating, 149 reviews
Guest favourite
A vibrant sunset spreads across the sky, displaying shades of orange, pink, and purple. The calm waters of Rangeley Lake reflect these colors, while silhouettes of trees line the shoreline, creating a serene landscape. Mountains are visible in the distance under a dynamic cloud formation.
Chalet in Rangeley

A+ View Relax Hike & Fish * w/SpaTub/Sauna

KitchenIndoor spacesWalkability

4.87 out of 5 average rating, 191 reviews
Guest favourite
A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.
Chalet in Bridgton

Charming Chalet 3 min to SKIING & PVT beach access

Indoor spacesFamilyWalkability

4.87 out of 5 average rating, 129 reviews
Guest favourite
A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.
Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Indoor spacesFamilyLaundry

4.92 out of 5 average rating, 125 reviews
Guest favourite
A fully equipped kitchen features wooden cabinetry, modern appliances, and a central dining table with four chairs. Natural light illuminates the space, highlighting granite countertops and a decorative rug underneath the table.
Condo in Newry

Trailside Sunday River Condo Fall Line North 202

Indoor spacesKitchenView

4.9 out of 5 average rating, 111 reviews
Guest favourite
An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.
Condo in Newry

Slope Side | Ground floor | Hot Tub, Pool, Sauna

KitchenFamilyNearby

4.93 out of 5 average rating, 119 reviews
Guest favourite
A living room showcases a cozy seating area with two black sofas facing a television. A coffee table is centrally placed, adorned with a candle and a snack. A brick fireplace adds warmth, while natural light filters through the dual windows, dressed with light curtains.
Condo in Conway

Cozy, clean, 2nd floor condo in Conway, NH!

Indoor spacesKitchenGetting around

4.96 out of 5 average rating, 132 reviews

Destinations to explore