
Family-friendly holiday rentals in Litchfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Litchfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Welcome to The Nest - 1 bed, deck w/bath & parking
Enjoy easy access to entertainment, restaurants & shopping. Historic Cumstom Theater, local Bakery, Bar & pizzeria. Willows Awake and The Vista wedding venues w/tasting rooms. Microbrewery’s Grateful Grains & Van der Brew tap rooms w/food trucks & entertainment. Maine turnpike access for shopping;Freeport LLBean, Portland, Bath, Augusta, Hallowell & Lew/Auburn areas. Tour Bates,Bowdoin, Colby, Thomas & Husson. Golfing, boating, antiques, State Parks, hiking/walking trails,beaches & Festivals.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Beautiful lake house on Tacoma Lakes near Coast
Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Cozy, Efficiency Apartment with Hot Tub
Keep it simple at this peaceful, centrally-located efficiency apartment above our garage. 15 minutes to Gardiner/Augusta, 15 minutes to I95/295. Less than one hour from Portland. Sit by the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and play. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.
Popular amenities for Litchfield family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB

Treehouse with Water Views + Cedar Hot Tub

Private apt with balcony view/hot tub

Downtown Hideaway-Loft HotTub Modern Clean Private

A comforting sweet off grid cabin near the beach!

SkyView Treehouse | Lakefront • Private Hot Tub

Private Log Cabin w/mtn views, hot tub, BBQ

Lakefront: Private Hot Tub, Sauna & Free Massages!
Family- and pet-friendly home rentals

Studio Apartment in Freeport

Loon Lodge

Modern Victorian

Charming Victorian farmhouse 1880's bedrooms-2

On the water Boathouse!

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

Spectacular River Retreat with Hiking Trails

The Byre at Piper’s Pond
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Resort-like 2 bed/1 bath - seasonal pool/hot tub

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Steep Falls Escape, river & falls just steps away

Loft Apartment on Tree-Lined Street in Falmouth

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Quick stats about holiday rentals that are family-friendly in Litchfield

Total holiday rentals
Explore 30 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 840 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
30 of Litchfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Kennebec County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- East End Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- The Camden Snow Bowl
- Pleasant Mountain Ski Area
- Maine Maritime Museum
- Rockland Breakwater Light
- Portland Museum of Art
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Mt. Abram
- Aquaboggan Water Park
- Bug Light Park
- Crescent Beach
- Maine Mineral & Gem Museum
- Reid State Park





