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

Private, Cozy, Deep Soaking Tub
Escape to this quiet space and deep soak your mind in the meditation room or relax your body with the deep soaking tub and recharge after a long day. The whole 3rd floor is yours. A private sitting room, meditation area and food prep area (there is no kitchen), bedroom and bath with deep soaking tub are ready for your arrival. This is a 3rd story walk up. Parking is right in front of the house and a keypad lock. Easy access in and out. AirBnB insists there is golf at my location. There is not.

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.

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Cozy Forest Loft (15 min to 3 cute towns)
Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

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

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

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.

Retreat at Sea Cloud Cottage in Historic Wiscasset
Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

Cozy Carriage House in Downtown Damariscotta
Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Modern Brunswick Tiny Home near Bowdoin & Downtown
A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Private Guest Apartment with separate entrance.
Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking. sitting room with a dining table that looks out onto the deck, queen bedroom, private bathroom with jetted tub and separate shower, fully equipped kitchenette; NEW FURNACE-quiet and efficient.
Popular amenities for Wiscasset family-friendly rentals
Family-friendly home rentals with a hot tub

Cute Midcoast Cottage w Hot Tub

Hallowell Hilltop Home with Hot Tub & Sauna

Cozy, Efficiency Apartment with Hot Tub

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Solar Suite surrounded by Nature

Downtown Hideaway-Loft HotTub Modern Clean Private

Cozy Log Cabin mtn views, hot tub, fireplace

Raven's Crossing - Retreat Cottage
Family- and pet-friendly home rentals

Zen Den Yurt at Maine Forest Yurts

Loon Lodge

1000 sq. ft. 1BR+ Apt Close to Town & Nature

Private Sauna+Near Beach+FirePit+Forest View+Pond

Wild Acres Yurt on 36 acres.

Linekin Guest Suite

Rustic Farmhouse at Oxbow Brewery

Fox and Bird Retreat on Davis Stream
Family-friendly home rentals with a pool

Faith Lane with community pool

Cozy Studio Flat, Belgrade Lakes Region

Resort-like 2 bed/1 bath - seasonal pool/hot tub

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Poolside Suite-Gateway to Portland

Loft Apartment on Tree-Lined Street in Falmouth

Feels Like Home—Clean, Warm, and Welcoming

Maine Hacienda w/hot tub & seasonal pool
When is the best time to visit Wiscasset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £192 | £206 | £206 | £215 | £187 | £216 | £229 | £231 | £223 | £168 | £168 | £168 |
| 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 holiday rentals that are family-friendly in Wiscasset

Total holiday rentals
Explore 60 holiday rentals in Wiscasset

Nightly prices starting at
Wiscasset holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 3,370 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Wiscasset holiday rentals include wifi access

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

4.9 Average rating
Wiscasset stays are highly rated by guests – averaging 4.9 out of 5!
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Belgrade Lakes Golf Club
- Willard Beach
- Coastal Maine Botanical Gardens
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Palace Playland
- Fox Ridge Golf Club
- The Camden Snow Bowl
- Hunnewell Beach
- Lighthouse Beach
- Maine Maritime Museum
- Bear Island Beach
- Bradbury Mountain State Park
- Brunswick Golf Club
- Spragues Beach




