
Holiday houses in Baldwin
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Top-rated holiday rentals in Baldwin
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Fireplace • <10 Min to Mt • Walk to Town
Welcome to Barn on Pleasant charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well-maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this winter walking distance highland lake, shops, and restaurants. Just minutes from Pleasant Mt for hiking, skiing, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

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!

Lake Region Comfort, Close to Everything!
Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

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!

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Stunning Library Tiny Home *Private Hot Tub*King B
Welcome to The Tiny Library - Maine's most unique tiny home! This antique library building has been newly renovated into a cozy getaway for bibliophiles and library lovers alike. Its book-lined shelves and dark academia decor, along with modern amenities and high quality bedding ensure a memorable stay, while the gas fireplace and hot tub provide the perfect ambiance for rest and relaxation. Whether you're a bookworm or just in need of a quiet escape, The Tiny Library is the perfect retreat.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

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!

Best Ski & Lake House
Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

Tall Pines Hideaway
Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Enjoy the glow of the fire pit at night, or gather inside for games or a movie.
Popular amenities for Baldwin holiday rentals
Other great holiday rentals in Baldwin

The Hideaway-Downtown Bridgton

Peaceful & Cozy Falmouth Getaway

Long Lake Waterfront Home

Coveside on Little Sebago

Covered Bridge Cottage - Maine woods and river

Maine Lakehouse near N. Conway

Sebago Lake waterfront Cottage

Recently renovated waterfront! Cedar Side Cottage
Frequently Asked Questions
Are there family-friendly cabin rentals in Baldwin?
Baldwin has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Baldwin?
Experience the best of Baldwin with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly villa rentals in Baldwin?
Four-legged friends are welcome in Baldwin. Choose from more than 10 villa rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Baldwin?
Yes! Work meets play with ease at over 10 vacation rentals in Baldwin featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Baldwin villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Baldwin, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Baldwin?
Make yourself at home in Baldwin by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in East Hiram, and over 150 vacation rentals in East Sebago.
Do villa rentals in Baldwin have air conditioning?
Absolutely! We offer over 10 villa rentals with air conditioning in Baldwin. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Baldwin have a kitchen?
Absolutely! We offer over 10 cabin rentals with a kitchen in Baldwin. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Baldwin have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Baldwin. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Baldwin have free parking?
Absolutely! We offer over 10 cabin rentals with free parking in Baldwin. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Baldwin

Total holiday rentals
Explore 80 holiday rentals in Baldwin

Nightly prices starting at
Baldwin holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
80 of Baldwin holiday 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 Baldwin
- Rentals with lake access Baldwin
- Rentals with a fire pit Baldwin
- Rentals with beach access Baldwin
- Villa rentals Baldwin
- Rentals with a washing machine and dryer Baldwin
- Rentals with outdoor seating Baldwin
- Rentals with a kayak Baldwin
- Cabin rentals Baldwin
- Pet-friendly rentals Baldwin
- Rentals with a patio Baldwin
- House rentals Baldwin
- White Mountain National Forest
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