Vacation rentals in Crooked River

Secluded Cabin: View, Hot Tub, 10 min Walk to Lake

Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

Value · Family · Sleep quality

Frost Hill Schoolhouse

Nestled on a quiet dirt road in the woods of Norway Maine sits Frost Hill Schoolhouse. Formerly a one room schoolhouse in use until the 1930s. Come enjoy the peace & solitude of Maine’s lakes & mountains region while staying in a piece of Maine’s history. Although small, the house is filled with antiques collected around New England & is carefully curated with a charming & colorful Scandinavian inspired design. Just minutes away from Norway lake, 30 minutes to Sebago Lake & an hour to Portland.

Value · Location · View

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Family · Value · Getting around

Cozy Library Tiny Home *Private Hot Tub* King Bed

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.

Family · Location · Hiking

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.

This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

Location · Value · Checkout

New modern cabin-contemporary design meets nature

New construction, steps away from Crystal Lake in Harrison, ME. There is access to the Crystal Heights Association waterfront w/ private parking available, 1 mile from Crystal & Long Lake boat launches. Close to restaurants & shopping in Harrison Village & Downtown Bridgton. We are a short distance to Pleasant Mountain & Sunday River Ski Resorts. There is nearby hiking w/ amazing views at Hawk Mountain. This is a perfect nature getaway for small groups or wedding guests from nearby venues.

Family · Location · Parking

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Family · Location · Decor

The Woods Maine | A Luxury Treehouse Experience

The Woods is a quintessential New England-style home in the trees. Private, secluded, and effortlessly livable if you never want to leave. Located 1 hour from Portland, Maine and 3 hours from Boston. The Woods is located in beautiful Norway, Maine, tucked away from the coast in a rustic, woodsy, good-vibes-only kind of place. Soak in the fresh mountain air, pristine lakes, and vibrant, changing seasons from your home among the trees. Social Media: @thewoodsmaine @thewoodsmaineshop

Family · Value · Biking

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

Location · Value · Checkout

The Cloud Cabin

Escape to your Magical Maine Mountain Experience. Whether from the deck, the cozy plum great-room sofa, or the library loft, experience the feeling of living in the clouds, and overlooking the beautiful White Mountains in our ultra-private and remote slice of heaven. Locally hand-built in 2024, the Cloud Cabin represents the thoughtful combination of luxury mountain design, cozy homey comfort, and top-quality everything. 24/7 Remote Concierge Service included.

Location · Family · Sleep quality

Classic Lakefront Cabin · Dock, Kayaks & Fire Pit

Wake up to still water and the sound of loons. This 3-bedroom cabin sits right on Crystal Lake in Harrison, Maine - one of the cleanest, most peaceful lakes in the region. Step outside and you’re on the water, it’s that simple. Days are spent swimming or kayaking, and evenings end around the fire pit watching the sun fall behind the trees. Everything you need is here, and nothing you don’t. Bridgton: 10 min · Naples: 15 min · Portland: 1 hr · Boston: 2.5 hrs

Location · Family · Grill

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Family · Value · Outdoor spaces