
Family-friendly vacation 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.

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.

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!

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!

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!

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!

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.

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.

The Watson House
The Watson House is part of a late 19th century duplex.This side has been completely rehabbed, with a full kitchen, bath with a stall shower, dining and living room on the first floor. Three bedrooms and a full bathroom with washer and dryer upstairs. There is plenty of room for the entire family. It sleeps 6 comfortably, but we do charge $15 per person per night over 6 people. We are PET FRIENDLY!! Please no pets on the furniture, and they can’t be left alone.

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

Treehouse With Hot Tub Close to Sunday River!

Family & Friends Retreat*Hot Tub*Game Room*King Be

Tiny house in the Birch Grove with private HOT TUB

Spacious rural home with hot tub on the deck

Luxe Lodge in the Woods! With Sauna & Hot tub

The LOTUS welcomes you, stay a while

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

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
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

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

White Mt Retreat w/ Beach Pass, New Kitchen, W/D

Quiet, Cozy Cabin Tucked in the Woods

The Bear's Den: 40 acre Off-Grid Retreat +Gator
Family-friendly home rentals with a pool

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

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

Family friendly + Mountain Views @amountainplace

Main Street for 6!

3 Bears Glen, Across St. from Story Land, AC, pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Cozy, clean, 2nd floor condo in Conway, NH!
Quick stats about vacation rentals that are family-friendly in Baldwin

Total vacation rentals
Explore 50 vacation rentals in Baldwin

Nightly prices starting at
Baldwin vacation rentals start at G$14,635 GYD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Wi-Fi availability
50 of Baldwin vacation rentals include wi-fi 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
- Story Land
- Sunday River Resort
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Loon Mountain Resort
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- Popham Beach State Park
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- East End Beach
- Cape Neddick Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Gooch's Beach
- Omni Mount Washington Resort
- Gunstock Mountain Resort





