Find Chalets in Cumberland County

With a stay at this chalet in Bridgton (West Bridgton), you'll be within a 5-minute drive of Moose Pond and Shawnee Peak. This family-friendly chalet is 10.8 mi (17.4 km) from White Mountain National Forest and 10.7 mi (17.2 km) from Saco River. Enjoy recreational amenities such as an outdoor pool and an outdoor tennis court. This chalet also features an arcade/game room and barbecue grills. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a refrigerator and a coffee/tea maker.

Unwind in Bridgton at this fabulous chalet. This cozy retreat features 4 queen beds and 2 twin bed, perfect for a group of friends or family. Ski Chalet on Moose Pond 1 minute from Skiing ,Riding Pleasant Mountain.Snowmobile from the Chalet to the Fryeburg trails. Sit by the Fire inside or out and just relax . A romantic getaway or fun for the whole family vacation. Experience all North Conway, Bridgton and Naples have to offer. Hiking,climbing skiing ,biking, paddle boarding, kayaking ,shopping Sit on the Sandy beach .Fish or boat on Moose Pond . Boat Slip extra .A great spot for the Fryeburg Fair & fall foliage season With amenities like WiFi, heating, and a washing machine, guests can relax and enjoy their stay. The serene surroundings of Bridgton provide the ideal backdrop for a peaceful getaway. Enjoy your time in Bridgton at our charming chalet.About pets:Pets allowed: dogs and cats (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Great for families of all ages.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Take a step back in time and a step forward towards relaxation. Consider this cabin your home away from home while you visit Windham This camp Is on Pettingill Pond in Windham Maine. It has water views, boating, fishing, indoor/outdoor fireplaces, and amazing proximity to amenities for those seeking creature comforts. It has heat and air conditioning to keep you comfortable in hot or cold weather.Included with your stay are three stand-up paddle boards, two fishing rods and fishing accessories, a canoe, and a Kayak. Life jackets and paddles are also provided.The spaceFor those looking for a hotel-type of experience, this is not it! :) It smells like a Maine camp and looks like a camp inside, and out. To me, though, that’s where it shines. You can get a hotel room, just about anywhere, but this Maine camp is just the right place to make memories that can last a lifetime. And if for some reason you want a little bit of civilization after spending some time on the beautiful, quiet, and peaceful Pettingill Pond, you can ride a bike or drive to a large number of attractions just minutes away. Your options for off-pond activities include an Amusement park (Seacoast Adventure), a movie theater where you can eat dinner while enjoying the movie (Smitty’s), a classic drive-in movie theater ("Prides Corner"), Starbucks, Walmart, Chipotle, and too many other shops and restaurants to list here. For those with Electric vehicles who need EV charging (Tesla, Rivian, Ford, Nissan, etc) - electric charging stations are 3 minutes away (Supercharger and ChargePoint).So book your stay today and make some wonderful Maine Memories.Things that guests should know:1) There is a bedroom in the smaller building separate from the main house (the “bunk house). It is a separate structure that’s about 10-15 steps from the main house. The main house has a pull-out couch with a memory foam mattress and an air mattress is available. The main house is the second bedroom. There are no doors in between rooms in the main house (the bathroom does have its own door.)2) While there is a tub in the bathroom in the main house, the only water heater in the main house is not large enough to make use of the tub.3) The water heaters on the property are small and intended for quick showers. You won’t be able to take a long, hot shower in there.4) There is a laundromat (Pratt Abbot) less than 4 minutes away that takes credit / debit cards and cash and can be used via mobile app. There is no washer / dryer on site, but there is a laundromat less than a mile away.Guest accessGuests may access the main house, the dock area, and the bunkhouse at their convenience.Other things to noteThings that guests should know:1) There is a bedroom in the smaller building separate from the main house (the “bunk house). It is a separate structure that’s about 10-15 steps from the main house. The main house has a pull-out couch with a memory foam mattress and an air mattress available. The main house is the second bedroom. There are no doors in between rooms in the main house (the bathroom does have its own door.)2) While there is a tub in the bathroom in the main house, the only water heater in the main house is not large enough to make use of the tub.3) The water heaters on the property are small and intended for quick showers. You won’t be able to take a long, hot shower in there.4) There is a laundromat (Pratt Abbot) less than 5 minutes away that takes credit / debit cards and cash and can be used via mobile app. There is no washer / dryer on site. You'll have access to WiFi, a hair dryer, AC, an iron, coin laundry, and heating. Kickback, relax, and enjoy everything Windham and our cabin has to offer.About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 25.

Relax with the whole family at this peaceful woodland escape with lake access. Our cabin is nestled in the woods just steps away from Highland Lake. The cabin feels hidden and serene while the town of Bridgton is only a 6 minute drive to restaurants, pubs, movie theatres, ice cream stand, and lots of other local shops. Skiing & hiking Pleasant Valley Mountain 9 minutes away. North Conway is 30 minutes away. 20 minutes from Fryeburg Fair. Bridgton Highlands Country Club 9 minutes away. Lots of local trails.This is our family cabin that we have opened up to share a connection to nature and enjoy time and create memories with loved ones. Responsible guests looking to get away and enjoy swimming, water activities, skiing, ice skating, snowmobiling, hiking, golf, games in the yard, s'mores and conversations around the firepit. Our cabin has a nostalgic charm with some modern amenities (wifi, TV, oven, toaster, coffee & cold brew machine, tea kettle). Dishes are hand washed and no washer or dryer. Cozy, comfortable and charming! Great outdoor deck for eating and relaxing. This cabin is suitable for guests of all ages though we do require the person booking to be at least 27 years old. Although we love dogs, not pets are allowed. The kitchen and living room have an open concept with a wood burning fireplace for winter months. There are two bedrooms downstairs with queen beds and two small bedrooms upstairs with twin beds. We also have a 3 season room great for summer nights.Guest accessEntire house except our basement and garage, front and backyard, firepit, and our private association beach a short stroll away. We have two kayaks and a paddleboard, 2 adult life jackets and one kid life jacket available to use.Other things to noteDuring the winter the driveway is plowed and the deck is shoveled. We leave salt and sand in the 3 season room for you. Driveway can get icy please use caution. The association road to get to our cabin is also plowed however, we suggest a 4WD or AWD to ensure no one gets stuck. The host has no control over any roads except for the driveway. March - May is mud season we also suggest 4WD or AWD.Plenty of trails for snowmobiles, and snowshoeing. Snowmobiles available for rent in the area.We do not give refunds for inclement weather please plan accordingly.Absolutely no smoking indoors or in the three season room. All smoking should be done outside - ashtrays provided outside on the patio area. Please do not flick cigarettes in our flower beds or around the yard use the ashtray. Thank you!Please note: The front entrance has a number of stairs, but there’s a side access to the deck with fewer steps that may be easier for some guests.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Please keep shoes at door. WATCH with the low balcony. Corner is protected with rope so children must be watched at all times while upstairs..We have a very close community (NO PARTIES or EVENTS) quiet hours 10pm to 9am. Be respectful of neighbors and cabin. Neighbors live there year round.,Help yourself to the pantry shelf. Teas, herbs, sugar, coffee, etc. There are a few basic condiments we leave in the fridge for use..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 27.About events:No events allowed.

The Cabin Between Two Lakes is nestled on a large wooded lot between Moose Pond and Beaver Pond. You will have access to an expansive private and sandy association beach on Moose Pond with 2 kayaks and a SUP Board. Pleasant Mountain (a Boyne mountain) has day and night skiing and is only 4 minutes away. The Punkin Valley Snowmobile Trail is steps away. This Bridgton location is close to hiking and adorable downtown Bridgton with all of its great restaurants, shops, and entertainment.Curated by a family who was tired of renting Maine vacation homes that were missing pillows, randomly only supplied bowls, or stuffed too many beds into one bedroom- You've been there. This is a home where our family wants to spend time and we hope that you are as comfortable in the cabin as we are. All of the furniture, bedding, appliances, and dishware are new. Luxury organic Brentwood Homes mattresses are on each bed.Relax outside on the large deck, in the hammock chairs, or on Adirondak chairs while viewing the Maine night sky in all of its peaceful glory. The Webber propane grill is ready for you to cook outside and a firepit is perfect for starry nights.Adjustable snowshoes are waiting for you to explore the outdoors in the winter. In addition, the Punkin Valley snowmobile trail is at the end of the street, tons of outstanding hiking trails are close by, and cross-country skiing at Five Fileds Farm is a fourteen-minute drive. Pleasant Mountain Ski Area (formally Shawnee Peak) is four minutes away.An entire-cabin generator was recently added for extra insurance during storms.The washing machine and dryer are on the main floor. There are two TVs with Spectrum and Roku loaded. 1000 MPS WiFi Speed. Monitors are located on each of the two desks and are ready for you to work from the cabin. Fooseball, giant Connect 4, playing cards, sand toys, and board games are provided to keep everyone busy.1. Main floor bedroom with a queen bed2. Second-floor bedroom with a queen bed 3. Second-Floor bedroom with two twins4. Downstairs combination bunk room/game room with a bunk bed and a twin.1 minute Punkin Valley Snowmobile trail2 minutes Private Beach on Moose Pond4 minutes Pleasant Mountain Ski Area4 minutes Multiple hiking trails8 minutes Downtown Bridgton10 minutes Bridgton Highlands Country Club12 minutes Bridgton Twin Drive-In Theater13 minutes Freyberg14 minutes cross-country skiing14 minutes to Bridgton Academy 30 minutes North Conway40 minutes Story Land45 minutes Sunday River Ski AreaEndless amounts of exceptional hiking and biking trails in the areaViews of Mount Washington are wonderful from this area.My family has another property in the Lakes Region. It is a breezy waterfront cabin directly on Long Lake in Naples that sleeps 7, please visit the listing for The Cabin at Sunshine at https://t.vrbo.io/LUkmK1QEivb VRBO 3108834About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Use of the swimming area, kayaks, snowshoes, firepit, and/or any other amenities are at the risk of the guest..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

Located in Falmouth, enjoy what this 1-bedroom guest house has to offer. Nestled in a serene setting, this fantastic property provides a tremendous getaway for guests. The guest house also offers essential amenities like AC, washer/dryer, heating, WiFi, king bed. Immerse yourself in the tranquility of Falmouth and enjoy swimming and boating on Highland lake. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Twin cot available..About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

You can't get any closer to Long Lake! The Cabin at Sunshine is just a few short steps to the sandy bottom of this crystal clear lake. The Cabin at Sunshine was recently remodeled to give the home a relaxed, lake feeling with unobstructed views of Long Lake. All new mattresses and appliances throughout the cabin. A new Webber grill is outside for those days when you want to spend every second outside.Sturdy Adirondack chairs, an outdoor dining table, and a fire pit sit on the beach's edge. The deck overlooks Long Lake and has a fan, comfy cushioned seating, and a small table to enjoy your morning coffee while watching the sunrise.You will find brand-new matresses and bedding at the cabin. Please upply your own beach and bath towels.2 kayaks and one paddleboard await you to simply push off into 11-mile Long Lake, Brandy Pond, and beyond. Please use the watercraft responsibly and at your own risk.Walk less than half of a mile into downtown Naples for ice cream, cocktails, shopping, entertainment, boat rentals, and dinner. This Cabin at Sunshine is a part of a five-cabin association that shares the beach and fire pit. We have exceptionally great neighbors who are all there to enjoy this peaceful setting. We ask that all renters respect our neighbors and share common areas.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:We have four wonderful neighbors who all appreciate this peaceful setting. Please respect the neighbors and share the common waterfront and fire pit.Use of the swimming area, fire pit, kayaks, SUP board, and/or any other amenities are at the risk of the guest..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

My place is a quiet cabin in the woods hidden away just outside of the biggest city in Maine. Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking or biking, my home has many options nearby. Its the perfect family vacation destination or business trip location. Wedding? It's a great spot for a family of 6 to stay. Looking for a romantic get away weekend? Look no further! Great spot for a honeymoon or anniversary celebration.My place is set back off the road a bit. It has a good size front yard and a large back yard with ample areas for kids to run around, as well as a firepit. The perennial and annual gardens are kept natural and organic for the sake of all things wild and we love our greenhouse which is also used for wood storage in the winter. There is a yurt on the property that is rented out as well. It is a separate listing so if you’re into glamping, this is the spot! It could also be an add on to the house if you have a big group. The driveway will be the only shared area so we ask guests to please respect each groups privacy. Upon entering from the deck, you will find yourself in the hallway of hooks. The laundry room and the downstairs full bathroom are off the hook hallway. The bathroom has a clawfoot bathtub and other unique fixtures. The kitchen is next and its fully stocked with whatever you may need to cook at home. We provide coffee and tea while pantry items, condiments, herbs and spices are readily available. We added a Nespresso machine for those of you into that but at this time will not be providing the pods. Bring your own pods or they can be purchased at Shaws on Auburn st in Portland.The next stop is the open concept dining room and living room. The dining room table can seat 4 and a highchair and the bar at the end of the kitchen can seat 4. The living room has a wrap around couch and a large screen tv. YouTube TV is provided. Firestick is used for streaming all your favorite apps. The woodstove is located here as well and the coziness is undeniable. If wood stoves are not your thing then no worries. There is a monitor heater that heats the whole house no problem. Next, there are two doors heading into the downstairs bedroom which has a queen size bed and a super awesome heated mattress pad for those cold winter nights. Next head up the stairs and enter the master bedroom which has the king size bed as well as the full size bed. High ceilings and a very unique shower are present here and are calling for a visit. The shower has a steam feature which is great for relaxation. There is a smaller tv with a dvd player and plenty of movies to choose from Also a chromecast player to stream with your apps.My place is a very unique and magical space and I'm happy to help guests at anytime for any reason and to share this home that I am very proud of. Thanks for considering my place and feel free to ask any questions. FYI I do have two security cameras located outside. One is on the front porch and the other is located on the side of the house pointed towards the driveway. Lastly, please kindly book for the correct amount of people in your group as I do not allow parties or unauthorized guests. I aim to keep pricing competitive for groups of two so my listing price is set for two guests. After that four more people are allowed for a total of 6 guests with an extra person fee of $30 per person per night after the initial 2. This fee helps pay for the extra cleaning, laundry and maintenance/utilities that occur with more guests. Lastly experience with a woodstove is preferred otherwise please use the monitor heater in winter. The pet fee is $75 per stay. No wiggle room there. About pets:Pets allowed: dogs (limit 1 total).Pet fee is non refundable $75 per stay.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Stairs located on property.About customRules:Please no smoking of any kind inside the house or in the greenhouse.No parties or events allowed. No unauthorized guests allowed.,Dogs can not be left alone for long periods of time unless crated. $75 pet fee.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

A true 4 Season Vacation Spot. Tucked away in a Beautiful Lakefront Community with access to our Association's Private Beach for swimming and enjoying Moose Pond, Pool, Tennis and Kayaking. Nearby hiking, fishing, golf, other lakes, mountains, music, charming town of Bridgton and so much more. Saco River (lazy river tubing), 30 minutes to North Conway and Kancamagus Highway for amazing hiking and hanging out on the river. 5 Mins to Skiing including night skiing on Pleasant Mt, Hiking, Snowshoeing, X Country Skiing, Snowmobiling access. Everything for your perfect Maine Vacation!This cozy comfortable Cabin sleeps 6 comfortably. Whether a Family, Couples, Friends or personal getaway this cabin is perfect! Offers everything you need--having stayed at Vacation Rentals, I wanted to make sure this home offers everything I would expect. THE CABIN: First Floor: Queen Bedroom, 1 Bunkbed room (full & twin), Open Kitchen/Dining Living for easy entertaining/gathering. Beautiful 3 season room (gas fireplace) and Screened Porch. Upstairs: One large room, Queen bed, sitting area, reading & office nook, 1/2 bath/laundry. Perfect for remote working, reading, downtime or kids area. Standup AC on 2nd floor and tower fans in rooms on 1st floor.GREAT OUTDOOR SPACE: grilling, large picnic table, seating areas, fire pit, corn hole. Parking - there is space to park boat/trailerPROVIDED: Free WiFi, kitchen has everything you will need: including herbs/spices, condiments, all cooking utensils, pots/pans, crock pot, roaster, blender, conventional coffee pot, blender & more. NOTE: Fresh linens and towels are providedAmenities and surrounding things to do: SUMMER: Association Pool, Tennis, Beach, Kayaking (2 provided).Boating/Jet Skiing, hiking, golf. Lazy river on Saco, Naples Causeway and many other lakes nearby. Charming Downtown Bridgton & more. Music on Main St, lots of other music venues nearby and Fryeburg Fair. 30 Mins to N Conway NH & Kancamagus Highway.WINTER: 5 minutes to day/night time Skiing (Pleasant Mt) and close to other NH/Maine Ski mountains, Snow shoeing, ice fishing, snowmobiling (nearby access to trails), winter hiking or X country skiing. Enjoy an evening of playing games/reading (provided) FALL: Great base for Amazing Autumn Leaf Drives and Fall Hiking! Sitting around the fire pit a nightTHROUGHOUT THE YEAR: Music, festivals/fairs, food...1 Hour to Portland--Foodie's Dream. Minutes to Charming Village of Bridgton--Movie Theater & Old School Drive In, Music on Main, shops, restaurants and more. A truly great place to Vacation!!About pets:No pets allowed.About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

About this spaceTake it easy in the woods at this cozy, off-grid A frame located in the Sebago Lakes Region. Kick back and relax around the fire while being "away from it all" yet still close by to great restaurants, beaches and more!This cabin is "off grid" and does not have running water or electricity. The space offers solar power that will power all lights, fans as well as charge devices. There is a battery operated pump that gives you potable water out of the sink. A porta potty is on property.The spaceCozy cabin with open floor plan.The loft has one queen bed. The common space has a futon couch that can fold into a bed. A cot can be provided if requested ahead of time.There is a propane fireplace in our space that keeps the cabin nice and warm. The porta potty is not heated.We welcome well behaved pets to visit with you, with a pet fee. Please make sure you have registered your pets in your reservation or an additional will be incurred.THERE IS NOT A STANDARD BATHROOM OR KITCHEN IN THIS SPACE.- There is no running water.-There is potable water out of a battery operated pump in sink.-There is a porta potty on sight.-There is a full propane grill, with side burner, and a cooler left for your use ( bring your own ice.)About pets:Pets allowed: dogs and cats (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.