
Family-friendly vacation rentals in Sidney
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sidney
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Sister A-Frame in Woods (A)
Escape to one of our two sister A frames. These cozy cottages are nestled in the Oakland, Maine woods. Close proximity to I-95, Messalonskee and prestigious Belgrade Lakes you will find home to a wide variety of wildlife and nature. Boating, fishing and ATV riding close by! The campus includes a loft with a view, walking trail, free/overflow parking. A luxury, campy feel makes this a perfect getaway for you and your family. Please note some amenities are seasonal. Check out our other listing!

Room B with private entrance, bathroom & hot tub
Room B is a small (10’ x 10’) but cozy room with full size bed with luxury mattress and private bathroom (5’ x8’) with towel warmer & glass shower. The room includes a desk, TV, minifridge, microwave, coffee maker, dresser, reading chair & private entrance. In the summer we have bicycles to use on the rail trail and kayaks for the Kennebec River. Year round hot tub. Downtown is just a block away where there are numerous restaurants and pubs with live music. Hiking trails & waterfalls nearby.

SUMMER ROSE a Yurt for ALL Seasons
SUMMER ROSE - Overlooking the Field of Dreams pasture, and future pond, is a spacious wooden yurt with a spectacular ceiling, personal hot tub and "Hideout" a screened in sanctuary. The Appleton Retreat is situated on 120 acres of privately owned land. To the south, a short walk from Summer Rose, is the Pettengill Stream, a resource protected area where you can view wildlife or kayak; and to the north, a wooded trail leads to a secluded pond on 1,300 acres of Nature Conservancy protected land.

Modern Hideaway in Augusta
Centrally located modern guest home in Augusta, access points to Portland, Midcoast Maine, and Bangor. Spacious master bedroom with closet, additional bedroom, both bedrooms with queen size beds. Handicap bathroom equipped with grab rail and also handicap accessible shower with sit down bench. Many brand new amenities. 55 inch TV has Roku with access to Netflix , Disney Plus, and more! Strong WiFi with the ability to work remotely if needed and explore Augusta and surrounding area.

Welcome to the Brown House! Hallowell studio
Enjoy Hallowell and Central Maine while staying at our studio apartment. An easy walk to downtown Hallowell to shops, restaurants , and pubs. Take a walk on the Kennebec Rail Trail . A 15 minute drive to visit Maine Cabin Masters. Hour drive to Boothbay Harbor, Rockland, or Belfast. Studio is located above owners garage : separate entrance and off street parking. Included: linens, towels, TV, WiFi, single Keurig, microwave, toaster, college size dorm fridge, small cooler

Cozy House in Waterville
Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Waterfront Cottage
The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Brook Ridge Retreat
Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Cozy, Efficiency Apartment with Hot Tub
Keep it simple at this peaceful, centrally-located efficiency apartment above our garage. 15 minutes to Gardiner/Augusta, 15 minutes to I95/295. Less than one hour from Portland. Sit by the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and play. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.
Popular amenities for Sidney family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Treehouse w/Water Views+Cedar Hot Tub

Birch Hill Cabin w/Hot Tub

Solar Suite surrounded by Nature

Downtown Hideaway-Loft HotTub Modern Clean Private

Sunset Chalet Lakefront Hot Tub Game Room

A comforting sweet off grid cabin near the beach!

Raven's Crossing - Retreat Cottage

Log Cabin w/mtn views, hot tub, fireplace
Family- and pet-friendly home rentals

Kate-Ah-Den Cabin, a soul soothing escape.

Charming Victorian farmhouse 1880's bedrooms-2

Cute 2-bedroom home in convenient central location

Luxury loft in historic downtown Farmington

Little Apple Cabin on 5 acres, amazing stargazing!

Peaceful Getaway at The Ledges

Trailside Cabin

Floating Island Cabin Private Pet-Friendly Retreat
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

A+ Views-Ski Snow Machine Spa-Tub Sauna

Luxe Liberty: Getaway with Heated Indoor Pool!

House in the woods

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Retreat In The Orchards

Home away from home

Angel Mist Retreat Garage Apartment
When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,307 | ﺩ.ﺇ1,381 | ﺩ.ﺇ1,381 | ﺩ.ﺇ1,392 | ﺩ.ﺇ1,065 | ﺩ.ﺇ1,087 | ﺩ.ﺇ1,161 | ﺩ.ﺇ1,274 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,329 | ﺩ.ﺇ1,392 | ﺩ.ﺇ1,370 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Sidney

Total vacation rentals
Explore 50 vacation rentals in Sidney

Nightly prices starting at
Sidney vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Sidney vacation rentals include wi-fi access

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

4.9 Average rating
Sidney stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Laurentides Vacation rentals
- Quebec City Area Vacation rentals
- Mont-Tremblant Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- Lanaudière Vacation rentals
- Rentals with a fire pit Sidney
- Rentals with a kayak Sidney
- Cabin rentals Sidney
- Rentals with a fireplace Sidney
- Rentals with lake access Sidney
- Pet-friendly rentals Sidney
- Waterfront rentals Sidney
- Rentals with a washer and dryer Sidney
- Rentals with outdoor seating Sidney
- House rentals Sidney
- Rentals with a patio Sidney
- Family-friendly rentals Kennebec County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Bradbury Mountain State Park
- Mt. Abram
- Farnsworth Art Museum
- Rockland Breakwater Light
- Pineland Farms
- Moose Point State Park
- Cellardoor Winery
- Reid State Park
- Maine Lighthouse Museum
- Camden Hills State Park




