
Family-friendly holiday rentals in Baldwin
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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!

Maine A-Frame with Hot Tub, Game Room, Lake Access
Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

Lake House with a View!
Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

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!

The Loon's Nest Cottage
Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

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!

Taproot Cottage at Stone Mountain
Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

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.

The Hendrick House
The Hendrick House is part of a late 19th century duplex. The place has been completely renovated; with a full kitchen, a dining and living room, and a bathroom with a stall shower on the first floor. Three bedrooms and a full bathroom with a washer and dryer on the second floor. It sleeps 6 comfortably, but we do get $15 per person per night over 6. WE ARE PET FRIENDLY!! Please, no pets on the furniture, they can’t be left alone.

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.
Popular amenities for Baldwin family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB

Spacious rural home with hot tub on the deck

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

River Access, hot tub, dogs!

Cozy Rock Cabin #thewaylifeshouldbe

Cozy Cabin*Hot Tub*Lake Access w/Beach*A/C*Dogs OK

Beautiful Home w-Hot Tub & Pond access

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

The Chickadee Tiny House

THE LILLIPAD.Off-grid A frame. Sebago lake region!

On the water Boathouse!

Riverside Log Cabin Sanbornville NH

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

The Retreat at Crystal Lake Farm

Rustic Pebble Cottage in beautiful Bridgton, Maine

White Mt Retreat w/ Beach Pass, New Kitchen, W/D
Family-friendly home rentals with a pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

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

Spacious Vaca! N-Conway, Storyland, Hiking, Saco

Family friendly + Mountain Views @amountainplace

NoCo Village King/kitchenette

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Quick stats about holiday rentals that are family-friendly in Baldwin

Total holiday rentals
Explore 50 holiday rentals in Baldwin

Nightly prices starting at
Baldwin holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Wifi availability
50 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
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- Family-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Sunday River Resort
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