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Kid-friendly holiday rentals in Oxford County

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Oxford County

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

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Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favourite

Home in Naples

4.95 out of 5 average rating, 92 reviews

Best Ski & Lake House

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for winter ski trips (only 25 minutes to Pleasant Mountain), summer vacations (beaches, water-sports, cookouts, galore) & fall gatherings (stunning scenery) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate!

Home in Carrabassett Valley

4.91 out of 5 average rating, 34 reviews

High End Private Home on Sugarloaf Shuttle Route!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

Guest favourite

Cabin in Woodstock

4.96 out of 5 average rating, 141 reviews

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!

Home in Windham

4.7 out of 5 average rating, 67 reviews

The "Happy Hen House" cottage in lakes region

Choose to stay here! The cottage is close to restaurants, shopping, arcades, miniature golf & swimming. Stay in this cozy classic cottage that includes 2 semi-private bedrooms (no doors), one with a queen size bed, the other with twin size bunk beds. On the main level, enjoy the sofa that opens to a full size bed; feel free to cook in the kitchen which is equipped w/stove, refrigerator, microwave, toaster & coffee maker. There is also a grill on the back deck w/plenty of outdoor seating.

Guest favourite

Cabin in Greenwood

5 out of 5 average rating, 12 reviews

All seasons Lake House next to ski areas

Welcome to the Howell’s cabin ! A beautiful and peaceful lake house in the heart of Maine. Located just 5 minutes from Mt Abrahm ‘s ski area , 20 minutes from Sunday River Ski Center, and 15 minutes from Bethel, a charmy town with great restaurants and unique attractions. This has been our family getaway for nearly 40 years. Recently renovated, fully equipped kitchen, tiled bathroom, heating/ AC system, Wi-Fi and a nice deck to enjoy your morning coffee. No suitable for infants under 6

Guest favourite

Home in Oxford

4.9 out of 5 average rating, 97 reviews

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.

Guest favourite

Home in Greenwood

4.95 out of 5 average rating, 74 reviews

Cross Farm

1910s farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep up to 6, with one full bath (with tub) on the first floor and a small half bath on the second floor. First floor laundry room. A back deck off of the kitchen has seating and a gas grill. Large full eat-in kitchen. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed), and approved pets are welcome!

Guest favourite

Home in Greenwood

4.98 out of 5 average rating, 106 reviews

Holiday lakeside getaway by Sunday River

Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.

Guest favourite

Cabin in Rangeley

5 out of 5 average rating, 22 reviews

Charming Lakefront Cabin

Relax with the whole family at our peaceful cabin right on beautiful Rangeley Lake! You will enjoy slow, relaxing mornings on the screened in porch, a large lawn area to the water, docks, swim platforms, access to kayaks, canoes, and a paddle board along with a gorgeous view across Rangeley Lake. The cabin has 1 bedroom along with a sleeping loft with 2 twin beds that the kids will love, and a pull out couch.

Apartment in Newry

4.78 out of 5 average rating, 198 reviews

Slopeside Sunday River Condo Brookside 2B215

Slopeside sleep 3 .Everything you'll need after a day on slopes. Corner unit, fully equipped kitchen, pull out sofa & twin bed. fully equipped kitchen for a great breakfast before walking out to the trails. Cable tv plus WIFI. corner unit with lots of windows and natural light. Outdoor pool & hot tub open 7 days a week during ski season- POOL SUMMER open july 4-labor day - NO hot tub until ski season.

Guest favourite

Cabin in Raymond

4.97 out of 5 average rating, 179 reviews

Idyllic Winter Lakeside Cabin

Situated on a beautiful lake with 350 feet of private shoreline the cabin is ideal for family gatherings or a small group of friends, it is not available for parties and events. A seven day minimum stay is required for summer months. Cozy up with board games, a book and enjoy the tranquility. We have firewood on the property for you to use. The docks are not in the water from October to April.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Oxford County family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Bethel

4.96 out of 5 average rating, 112 reviews

Sunday River Bethel Village ! Walk to Restaurants

Guest favourite

Home in Raymond

4.93 out of 5 average rating, 14 reviews

Cozy Family Home w/ Beach Access

Guest favourite

Home in Harrison

4.97 out of 5 average rating, 32 reviews

Modern Farmhouse-Western Maine [Lakes & Mountains]

Guest favourite

Home in Standish

4.94 out of 5 average rating, 50 reviews

6BR+ Retreat on 3 Acres Near Lake w/AC +Pets OK

Home in Woodstock

4.87 out of 5 average rating, 38 reviews

Large comfortable log cabin lake house w fireplace

Guest favourite

Home in Newry

4.88 out of 5 average rating, 78 reviews

Charming Farm House- Game Room & Hot Tub, Fire Pit

Guest favourite

Home in Harrison

4.89 out of 5 average rating, 27 reviews

Irish Chalet Home near Long Lake

Guest favourite

Home in Poland

5 out of 5 average rating, 41 reviews

Stylish and Sun Filled Home With Tripp Pond Access

Family-friendly apartment rentals

Flat in Norway

4.82 out of 5 average rating, 430 reviews

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt

Guest favourite

Flat in Rangeley

4.99 out of 5 average rating, 271 reviews

ON HALEY POND - 16 Pond Street, Rangeley, ME

Guest favourite

Flat in Newry

4.96 out of 5 average rating, 104 reviews

Skiers Get-Away (1 BR near AT - w/views)

Guest favourite

Flat in Brownfield

4.9 out of 5 average rating, 100 reviews

Stone Mountain Guest House 2nd Floor Apt.

Guest favourite

Flat in Waterford

4.98 out of 5 average rating, 185 reviews

A+ Classy Convenient Accommodation Western Maine

Guest favourite

Flat in Eustis

4.95 out of 5 average rating, 221 reviews

The Blue Gondola in Western Maine Apt.#1

Guest favourite

Flat in Andover

4.99 out of 5 average rating, 112 reviews

Farmhouse duplex w/ King bed - AT hiker/ATV trails

Guest favourite

Flat in Bethel

4.97 out of 5 average rating, 219 reviews

Have you found YOUR Happy Space yet?

Family-friendly apartment rentals

Guest favourite

Apartment in Carrabassett Valley

4.94 out of 5 average rating, 115 reviews

Ski-In/Ski-out, Sunny, On-Mountain Getaway!

Apartment in Bridgton

4.79 out of 5 average rating, 42 reviews

Pleasant Mountain Shawnee Peak Slope side condo

Guest favourite

Apartment in Woodstock

4.94 out of 5 average rating, 48 reviews

Woodstock Condo with a view

Guest favourite

Apartment in Newry

4.95 out of 5 average rating, 85 reviews

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

Guest favourite

Apartment in Conway

4.96 out of 5 average rating, 109 reviews

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

Guest favourite

Apartment in Carrabassett Valley

4.93 out of 5 average rating, 30 reviews

Truly ski in/ski out. Studio near the Super Quad .

Guest favourite

Apartment in Newry

4.88 out of 5 average rating, 239 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

Guest favourite

Apartment in Conway

4.92 out of 5 average rating, 119 reviews

Cozy Family Retreat with Saco River Access

Destinations to explore