
Family-friendly vacation rentals in Greenwood
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Greenwood

Total vacation rentals
Explore 130 vacation rentals in Greenwood

Nightly prices starting at
Greenwood vacation rentals start at G$20,922 GYD per night before taxes and fees

Verified guest reviews
Over 5,920 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
130 of Greenwood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greenwood rentals

4.9 Average rating
Greenwood stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Greenwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Mt Abram ski in ski out Log Home. NO GUEST FEE
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.
4.92 out of 5 average rating, 157 reviews
Privacy, River, Pond, A frame Hot Tub, EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
4.9 out of 5 average rating, 365 reviews
Fall Mountain Escape! Hot Tub | Fire Pit | Foliage
Whether you want to relax by the fire pit or chill in the hot tub under the stars, grill out on deck w/ mountain views, get cozy by the fireplace playing board games, hike local trails & waterfalls, swim/boat/fish at the beach, or walk to Mt Abram 2 min from cabin to hike/mountain bike/ski/snowmobile &enjoy live music, dinner & drinks at the outdoor beer garden-The Mountain House truly has it all! Explore surrounding area with a quick drive to downtown Bethel,Sunday River,& The White Mountains!
4.93 out of 5 average rating, 170 reviews
One of a kind Lakefront home near Sunday river
Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.
4.88 out of 5 average rating, 139 reviews
Four Season Western Maine Adventure Base
Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.
4.99 out of 5 average rating, 145 reviews
Log Home Upper Unit - Hot Tub - Fall Foliage
Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.
4.94 out of 5 average rating, 115 reviews
Private Lakefront Cabin in Woods near Sunday River
Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Hike, kayak, swim, fish in pristine lake in Summer. Ski, skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.
4.95 out of 5 average rating, 177 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
Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. 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 Wii, 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*
4.95 out of 5 average rating, 279 reviews
Cozy Camp on North Pond
Charming waterfront camp on a quiet dead end road. Freshwater lake is great for fishing, swimming, boating and simply relaxing! Watch for the family of bald eagles that call this lake their home and listen to the loons as you watch the sunset. Plenty of room for the whole family with two bedrooms and trundle beds . Hike Bucks Ledge right from the camp or make the 5 mile loop around the pond. Cookout on the gas grill, propane provided, and then toast marshmallows over the campfire.
4.95 out of 5 average rating, 118 reviews
Sunday River | Mt Views | Dog Fndly | 20% Off 3+
Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!
4.93 out of 5 average rating, 197 reviews
Brand New 4BR- fire pit, hot tub, game room.
North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!
4.97 out of 5 average rating, 128 reviewsPopular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
4.99 out of 5 average rating, 158 reviews
Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
4.97 out of 5 average rating, 177 reviews
Log cabin, stunning views, hot tub, fire pit
4.96 out of 5 average rating, 227 reviews
Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
5.0 out of 5 average rating, 291 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
5.0 out of 5 average rating, 212 reviews
Epic mountain views, Hot tub and Game room
4.96 out of 5 average rating, 102 reviews
Bethel Chalet | Mtn Views & Hot Tub | Sleeps 12
4.94 out of 5 average rating, 104 reviews
Waterfront,Hot tub,Private dock,Freshly renovated
4.82 out of 5 average rating, 191 reviewsFamily- and pet-friendly home rentals

Your Maine Base Camp
4.98 out of 5 average rating, 193 reviews
Cabin retreat just steps from adventure
4.99 out of 5 average rating, 553 reviews
Have you found YOUR Happy Space yet?
4.97 out of 5 average rating, 278 reviews
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit
4.86 out of 5 average rating, 116 reviews
Your Front-Row Seat to Maine’s Mountains & Foliage
4.97 out of 5 average rating, 32 reviews
Exquisite Rustic Modern Ski Haus| Bike Park Access
5.0 out of 5 average rating, 44 reviews
Rustic Cabin Near Mt Abram & Sunday River
4.97 out of 5 average rating, 92 reviews
Cozy A-Frame at base of Mt Abram- walk to lifts!
5.0 out of 5 average rating, 41 reviewsFamily-friendly home rentals with a pool

the lake house
4.95 out of 5 average rating, 237 reviews
Romantic hideaway cabin w/ access to spa - 26
4.98 out of 5 average rating, 122 reviews
Stunning 2BR with Mountain Views | Nordic Village
4.99 out of 5 average rating, 168 reviews
Family Lodge | Jacuzzi, Resort Pools, Story Land
4.85 out of 5 average rating, 266 reviews
Attitash Mt. Escape - Pool+Hot Tub, Near N Conway
4.93 out of 5 average rating, 182 reviews
Slope Side | Ground floor | Hot Tub, Pool, Sauna
4.93 out of 5 average rating, 119 reviews
Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6
4.93 out of 5 average rating, 128 reviews
Family friendly + Mountain Views @amountainplace
4.96 out of 5 average rating, 404 reviewsWhen is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,227 GYD | G$73,437 GYD | G$63,394 GYD | G$57,536 GYD | G$58,373 GYD | G$60,256 GYD | G$62,557 GYD | G$62,139 GYD | G$55,862 GYD | G$57,745 GYD | G$56,280 GYD | G$68,415 GYD |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
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- Family-friendly rentals Oxford County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- East End Beach
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Waterville Valley Resort
- Portland Museum of Art
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms





