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

The Misty Mountain Hideout
Experience the enchanting Misty Mountain Hideout, an unforgettable retreat that accommodates up to 4 guests. Featuring a full-size bed upstairs and queen-size bed downstairs, this cozy apartment (which is attached but separate from our home ) includes a kitchen/dining area and a private covered farmers porch. Nestled on 4 serene acres in western Maine, enjoy stunning mountain views, tranquil ponds, abundant wildlife, and breathtaking sunsets throughout the property. Your perfect getaway awaits!

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!

RiverPine Retreat - Clean & Bright Waterfront Home
Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

Dreamy Mountain Views w/ Hot Tub + Wood Stove
Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

Treehouse With Hot Tub Close to Sunday River!
This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Riverfront cabin between Portland & White Mtns.
Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

Beautiful Home w-Hot Tub & Pond access
This lodge style new build is the perfect place to relax and enjoy time with family and friends. 25 minute drive to Portland International Airport - Portland is known for its restaurants and shopping, 15 minutes to Gorham, only 30 minutes to Pine Point/Old Orchard beach, 20 minutes to the idyllic antiquing town of Cornish
Popular amenities for Baldwin family-friendly rentals
Family-friendly home rentals with a hot tub

North Conway Sunsets Mountain Views with Hot Tub

Tiny house in the Birch Grove with private HOT TUB

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Stunning Library Tiny Home *Private Hot Tub*King B

NewBuilt/HotTub/Great Location-4 min Kennebunkport

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

OOB Oasis: 5BR Home w/ Private Pool Near Beach

Tap House Loft~Sunny & Spacious, Private Hot Tub
Family- and pet-friendly home rentals

Studio Apartment in Freeport

The Chickadee Tiny House

Lakefront Getaway

Lake House with a View!

Riverside Log Cabin Sanbornville NH

The Loons' Nest: Lakefront oasis w/ private dock

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Brook Trout Cottage
Family-friendly home rentals with a pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Attitash Retreat

Family friendly + Mountain Views @amountainplace

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Poolside Suite-Gateway to Portland

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

An Amazing Mountain Getaway!

Cozy Family Retreat with Saco River Access
Quick stats about holiday rentals that are family-friendly in Baldwin

Total holiday rentals
Explore 40 holiday rentals in Baldwin

Nightly prices starting at
Baldwin holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Wifi availability
40 of Baldwin holiday rentals include wifi access

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

4.9 Average rating
Baldwin stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Sunday River Resort
- Story Land
- Weirs Beach
- Loon Mountain Resort
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Willard Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gunstock Mountain Resort
- Gooch's Beach
- East End Beach




