Family-friendly vacation rentals in Greenwood

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Top-rated family-friendly rentals in Greenwood

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

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Guest favorite

Cabin in Greenwood

4.92 out of 5 average rating, 146 reviews

Mt. Abrams Ski In Ski out.Make you Ski trip simple

This cozy 15 year old log cabin sleeps 6 comfortable and has that log cabin and log furniture feeling and look. Situated on the slopes of Mt Abrams with very easy ski in and out. With a outdoor fireplace on large deck. This is truly your log cabin experience and sking adventure. The cabin has great views of the mountain range for viewing in Fall and Winter. it has 2 King beds, 2 Queen beds, 4 Twin beds, and 1 Full size bunk bed. This log cabin sits half way up Mount Abrams so you ski in and out.

Superhost

Rental unit in Norway

4.82 out of 5 average rating, 426 reviews

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt

Newly renovated and remodeled 1.5 Bedroom (both Queen Beds), and 1 full Bathroom on the 1st floor of a 2 floor Townhouse. In Downtown Norway Maine, 3 doors down from the local coffee shop (Cafe Nomad), and steps from downtown shops and the farmers market. Less than a 5min drive from Lake Pennesseewassee and great restaurants like 76 Pleasant. 10 minute drive from Norway Country Club, 20min from the Oxford Casino, and 40minutes from Bethel. Bright, airy, modern relaxed feel to the apartment.

Guest favorite

Cabin in Greenwood

4.95 out of 5 average rating, 249 reviews

Camp Wigwam on North Pond - Swim,Paddle,Kayak,Fish

Camp Wigwam! Lake cottage on North Pond minutes away from hiking trails, waterfalls, bike trails & 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 and hear the loons call. 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*

Guest favorite

Home in Bethel

4.86 out of 5 average rating, 121 reviews

Cozy House in Bethel Village

Once you arrive at Mitzies Cozy House located on main street of Bethel's beautiful historic village, you are within walking distance to the Bethel inn 18 hole golf course, The Maine Gem & Mineral Museum , unique shops ,Gould Academy , The Bethel Family Health Center, post office ,Bethel Foodliner. You can enjoy a great park with beautiful walking and biking paths , several restaurants, bars and much more! Bethel is truly a friendly and charming town, in all 4 seasons.

Guest favorite

Rental unit in Jackson

4.97 out of 5 average rating, 537 reviews

Studio, pet friendly, river views, Jackson NH

Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Guest favorite

Home in Andover

4.97 out of 5 average rating, 111 reviews

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Guest favorite

Vacation home in Bethel

4.96 out of 5 average rating, 103 reviews

The Cape Ann Ranch

Our beautiful one level home in the Western Foothills of Maine is situated on two acres, equal distance between Sunday River Resort , Mt. Abram Ski and Bike Resort , Black Mountain is 45 minutes away. Explore all our area has to offer. Skiing, Snowmobiling, ATV, hiking trails for all abilities, boating, fishing and swimming in our lakes, ponds and rivers and biking. Breweries, Town festivals, art shows, music concerts and so much more.

Guest favorite

Home in Waterford

4.84 out of 5 average rating, 233 reviews

McWain pond house (private lake & hot tub)

Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, 15 MINUTE walk or 1 mile drive to common area dock to fish, swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS.

Guest favorite

Home in Bethel

4.95 out of 5 average rating, 111 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.

Superhost

Home in Paris

4.93 out of 5 average rating, 140 reviews

Just a get away!!

My place is close to great views - for fall time - half hour to ski area's -oxford casino 7 miles away - hour drive to Mt Washington or Portland - Plenty of hiking area's- Oxford plains speed way 3 miles - , restaurants and dining . Read all { House Rules } it's under things to know, on the bottom left, before making reservation - Thank You

Guest favorite

Condo in Newry

4.88 out of 5 average rating, 239 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.