
Places to stay near Pineland Farms
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Top-rated vacation rentals near Pineland Farms
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Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.
4.99 out of 5 average rating, 483 reviews
Edgewater Retreat - Lakefront w/Sauna & EV Charger
Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.
4.81 out of 5 average rating, 120 reviews
On the water Boathouse!
In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!
4.9 out of 5 average rating, 177 reviews
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!
4.97 out of 5 average rating, 199 reviews
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
4.99 out of 5 average rating, 197 reviews
Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.
4.92 out of 5 average rating, 149 reviews
The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.
4.97 out of 5 average rating, 205 reviews
open concept Guest Suite in southern Maine
A short distance to many nature trails, Bradbury Mountain, state parks and the rocky coastline. This North Yarmouth guest suite is nestled between all the breweries and restaurants Portland has to offer as well as the famous outlet shopping in Freeport. We are located in a unique location where you are able to go from the rocky coast to the hiking trails all within 30 minutes. The guest suite is perfect for quiet lodging after a day of exploring or visiting.
4.97 out of 5 average rating, 150 reviews
Freeport Escape – LLBean | Fire Pit | 3 King | A/C
The Freeport Escape – A charming early 1900s home with modern amenities. Located in the heart of Freeport, walkable to shopping, restaurants, breweries, and the Amtrak station. Set on a private corner lot, enjoy the fire pit, porch grilling, and spacious outdoor area. Cozy up by the indoor fireplace in cooler months. Perfect for families, couples, and friends. 🛏️ 3 King Beds | Family-Friendly | ❄️ A/C | 🔥 Fire Pit | 🪵 Indoor Fireplace 📍 STRR-2022-82
4.95 out of 5 average rating, 143 reviews
The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.
5.0 out of 5 average rating, 155 reviews
Studio Apartment in Freeport
Relax with your family in this modern studio apartment. Kids or adventurous adults will love climbing into the twin bed nook to read a book or sleep. Have a seat at the table to play a board game, eat a home cooked meal, or devour takeout. Lay in the king bed or sit on the couch to watch a movie or just relax. We are in a private wooded area just 7 minutes from downtown Freeport.
4.97 out of 5 average rating, 146 reviews
Great Goat Get-away in Southern Maine!
This quiet and cozy house is located in the woods at the renowned Ten Apple Farm. Centrally located in Southern ME, we're just a short drive from Portland, lakes, ski areas, LL Bean and more! On the farm you can meet and interact with our herd of goats, sheep, pigs and chickens, learn to milk, collect eggs, and arrange on of our famous goat hikes!
4.93 out of 5 average rating, 323 reviewsPopular amenities for vacation rentals near Pineland Farms
Condo rentals with wifi

First Floor Portland Condo 3 Bed 2 Bath + Parking
4.95 out of 5 average rating, 377 reviews
Waterfront Two Master Suite Penthouse with Rooftop
4.96 out of 5 average rating, 256 reviews
Charming 2-Bedroom Back Cove Retreat
4.98 out of 5 average rating, 100 reviews
⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient
4.87 out of 5 average rating, 255 reviews
Renovated Exchange St. Loft w/Free Parking
4.88 out of 5 average rating, 538 reviews
Luxury Beach Front Condo! Prime Location!
4.92 out of 5 average rating, 513 reviews
Rustic Willard Beach condo ten mins from Old Port!
4.96 out of 5 average rating, 234 reviews
Mary J. Eastburn House--Baxter Suite
5.0 out of 5 average rating, 148 reviewsFamily-friendly house rentals

Charming Historic Freeport House
4.89 out of 5 average rating, 114 reviews
Waterfront Cottage On Basin Cove - Amazing Sunsets
4.98 out of 5 average rating, 244 reviews
Cottage on Todd Bay
4.98 out of 5 average rating, 155 reviews
The Modern Lakehouse
5.0 out of 5 average rating, 246 reviews
Drakes Island Beach Front Breathtaking Property !
4.88 out of 5 average rating, 144 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 178 reviews
Spacious Costal Home in Freeport, ME
4.96 out of 5 average rating, 210 reviews
Waterfront Gem walkable to Restaurants!
4.95 out of 5 average rating, 204 reviewsApartment rentals with air conditioning

Charming Victorian farmhouse 1880's bedrooms-2
4.94 out of 5 average rating, 557 reviews
Two bedroom duplex across st from crystal lake
4.95 out of 5 average rating, 184 reviews
Sweet 1-Bedroom Apartment in Vintage Village Cape
4.97 out of 5 average rating, 194 reviews
Falmouth Waterfront Carriage House Apt
4.97 out of 5 average rating, 200 reviews
Lovely country apt. near L L Bean & hiking trails
5.0 out of 5 average rating, 104 reviews
Safe, Quiet, Friendly area
4.91 out of 5 average rating, 284 reviews
1000 sq. ft. 1BR+ Apt Close to Town & Nature
4.91 out of 5 average rating, 279 reviews
Bright & Sunny West End Apartment.
4.94 out of 5 average rating, 630 reviewsOther great vacation rentals near Pineland Farms

Romantic Mirror cabin in the woods
5.0 out of 5 average rating, 147 reviews
Quaint & Peaceful Designer's Oceanfront Cottage
4.87 out of 5 average rating, 240 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
5.0 out of 5 average rating, 212 reviews
Lobstermen's ocean-front cottage
5.0 out of 5 average rating, 226 reviews
Romantic hideaway cabin w/ access to spa - 26
4.98 out of 5 average rating, 122 reviews
LuxuryTreehouse w/ Hot Tub Near Sunday River
4.98 out of 5 average rating, 327 reviews
Luxury Year-round Hobbit House w/ private hot tub
4.92 out of 5 average rating, 132 reviews
Modern A-frame w/ Mountain Views - North Conway
4.98 out of 5 average rating, 220 reviewsDestinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Footbridge Beach
- Sunday River Resort
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Crescent Beach State Park
- Echo Lake State Park





