Family-friendly vacation rentals in Flagstaff Lake

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Top-rated family-friendly rentals in Flagstaff Lake

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Apartment in Rangeley

4.99 out of 5 average rating, 303 reviews

ON HALEY POND - 16 Pond Street, Rangeley, ME

PRIVATE and Upscale apartment in the village walking distance from restaurants, swimming, walking trails, kayak rentals and kayaking as well as snowshoeing and snowmobiling during the winter. Free skate rentals for skating on Haley Pond and you can also rent snowshoes and kayaks at Ecopalagicon. When the pond is frozen SNOWMOBILERS can cross Haley Pond which is in front of my house to get onto trails. My driveway will accommodate 2 snowmobile trailers. 2 night minimum on SNOWDEO WEEKEND

Top guest favorite

Home in Rumford

4.91 out of 5 average rating, 190 reviews

Charming Home Getaway near Sunday River & Hikes

Our place is a great getaway for couples, solo adventurers, business travelers, families (with kids), and big groups. The house is fully equipped dishes, silverware, pots and pans. We are located right in the historical town of Rumford. Hannaford Grocery - 5 minutes away Walmart - 10 minutes away Black mountain ME - 9 minutes away Sunday River - 25 minutes away Mount Abram - 30 minutes away Sugarloaf Mountain - one hour and 20 minutes away And many more mountain resorts around the area.

Superhost

Chalet in Woodstock

4.95 out of 5 average rating, 86 reviews

On Lake Christopher, Close to Sunday River

Cozy chalet right on Lake Christopher (aka Bryant Pond), 15 mins to Bethel, 20 mins to Sunday River, 12 mins to Mt Abram, 30 mins to Grafton Notch State Park, 1 hour 15 mins to Portland. Clear swimming water, surrounded by excellent hiking, skiing/snowboarding/XC skiing, hunting, fishing, rock climbing, kayaking, more! Kid friendly (we have toddler essentials), but not kid-proof (please use your parental discretion!) Kayaks/SUP board included with rental. July/Aug: Weekly Sat to Sat only.

Guest favorite

Cabin in Greenwood

4.95 out of 5 average rating, 254 reviews

Maine Paradise at North Pond-Paddle, Fish, Swim

Camp Wigwam! Lake cottage on North Pond. Swim, fish, kayak, paddleboard and more. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the 100+ DVDs and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

Top guest favorite

Home in Greenwood

4.93 out of 5 average rating, 76 reviews

The Farmhouse at The Cross Farm

1910s farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep up to 6, with one full bath (with tub) on the first floor and a small half bath on the second floor. First floor laundry room. A back deck off of the kitchen has seating and a gas grill. Large full eat-in kitchen. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed), and approved pets are welcome!

Top guest favorite

Apartment in Waterville

5 out of 5 average rating, 113 reviews

Sweet Retreat: 3 BDR Stylish Home Mins To Colby

This spacious home of approximately 1,200 square feet is just 1.1 miles from I-95 and located on the ground floor of a charming, two family home completely renovated and tastefully furnished in 2020. Here the “modern design” and “charming rustic feel” mix perfectly. BONUS: Guests have access to the backyard! The private yard boasts a patio set, fire pit, garden, fence and trees along the property line.

Top guest favorite

Condo in Newry

4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

Sunday River Ski Condo Rental (Newry, ME) for skiing & cross country with WIFI, pool / hot tub / sauna, deck with two chairs, TV, coin laundry, etc. Our Newry, ME ski condo sleeps 5 comfortably. Sleep Arrangements: | Futon (Sleeps 2) | Twin (Sleeps 1) | Twin over Futon Bunkbed (Sleeps 2-3) Location: | Slopeside to South Ridge /below Barker Lodge | Direct trail access | 2 min walk to Chondola

Top guest favorite

Cabin in Rangeley

4.99 out of 5 average rating, 176 reviews

Maine's High Country Get Away

Outdoor activities await you at this perfect get away in Maine's western mountains. The house is located in an area that abounds with lakes, rivers and hiking trails. It's a perfect place to relax after a day out of doors, or if you are so inclined to relax in front of the fireplace or wood stove with a good book! Beautiful views from the house to the lake and mountains beyond.

Guest favorite

Home in Bethel

4.96 out of 5 average rating, 116 reviews

Sunday River Bethel Village ! Walk to Restaurants

2 Bdrm, 1 Bth, Cozy Rental located in Bethel Village. 400 yds from The Bethel Inn. Walk to Bethel Village Restaurants & Shops. Home is in residential area with plowed sidewalks and well lit street. Ideal for a mature quiet couple or similar who are into skiing / enjoying the Bethel area and respectful of the property and neighbors. small dog ok, no cats.

Guest favorite

Condo in Newry

4.87 out of 5 average rating, 249 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

Hard to find, ski in/ski out 1 BR unit in prestigious Locke Mtn Townhomes. Apartment is located on the Tempest ski run (White Cap chair) in the lower level of our own townhouse. Ski right to your front door, then relax in the beautiful outdoor pool/jacuzzi. Nightly price covers 2 people. Extra guests are an extra $25 per person, per night.

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What guests are saying

Rangeley, Large Lake House, Big Dock, Snowmobile

4.67 out of 5 average rating, 18 reviews8 months ago

Lovely linens, beautifully outfitted kitchen, lovely location. One of the best things here is the location (across the street) of the caretaker. She was so friendly and helpful and pointed out things not listed like a spring water distributor in the "porch" room! A word to parents of very young children: apart from the TVs there is little they can do there on a rainy day! Ours did enjoy the bunk room. No problem when the day was fine which many of ours were.

Home in Rangeley Plantation

What guests are saying

Rustic Ridge

4.93 out of 5 average rating, 106 reviews7 months ago

Vicki's place is so peaceful, and the access to the kayaks on the pond (a lake where I come from!) is worth the price by itself. We used Vicki's basement as a headquarters for exploring most of the state, and honestly loved the region right around this home most of all. It is absolutely gorgeous, and Farmington is not too far away with some really nice restaurants and hiking. The apartment itself is like a cute little Hobbit house meets mountain cabin. The kitchen was well appointed, and there was a cabinet of board games we enjoyed using. If you are a tall person, be advised there are a couple head-knocking beams that I somehow never learned to avoid, but I think most people will be unaffected. That certainly doesn't keep me from giving a high recommendation!

Guest suite in Chesterville

What guests are saying

Cabin 9 - Fools Gold

5 out of 5 average rating, 8 reviews10 months ago

I’m trying not to let the fact that I just got home to find that someone must have hit our car while we were there taint my review. There’s a big dent in the bumper of my brand new car. Of course, whoever did it didn’t want to tell us. The parking is a bit tight and people are moving their boats in and out so I guess that’s something to look out for if you stay here. Other than that, the location is excellent and the cabin was spacious.

Cabin in Rockwood

What guests are saying

Rangeley Lakeside Lodge - Pets, Boats, Bunkhouse

4.79 out of 5 average rating, 104 reviews8 months ago

We had an amazing stay! The house was very comfortable and had everything we needed. The view of the lake was spectacular. On the rainy days there was still plenty to do: lots of games, ping pong, foosball and comfortable places to sit and read. On the nice weather days we were out on the water all day boating, kayaking and paddle boards, all which were in perfect condition! We are so grateful to have made lifelong memories with our family in this beautiful lake house! Thank you!

Home in Rangeley