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

Total holiday rentals
Explore 70 holiday rentals in Penobscot

Nightly prices starting at
Penobscot holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Penobscot holiday rentals include wifi access

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

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

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

The Greenhouse Cottage
We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and luxurious, this 2,000 square foot modern cottage nestled on 12 acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 10 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Maine cabin coast & forest Acadia Bar Harbor
Retreating or working remotely here is a dream. Inspiration by wildlife, quiet time, focus and reflection, an incredible secluded ocean beach nearby. The cottage sits off the beaten path, yet is only 2.5 miles from stunning sunsets at the back shore beach. The small bedrooms have comfortable beds with 100% cotton linens and bedding, USB chargers, hi speed WiFi. Large country kitchen is a pleasure to cook in. Adventures-Penobscot Bay, miles of hiking trails, lighthouse & historic forts

Gateway Cottage Inn Acadia Natl Park Bar Harbor
Keep life simple at this TINY, cozy, peaceful and private "cottage in the woods" that feels more like an Inn with little surprises and big charm around every corner. Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, tours. Less than 5 minutes from local Ellsworth restaurants, shops, gas stations and supermarkets. The sunroom is perfect for morning coffee, winding down with a glass of wine or curling up with a good book on the boat bed.

New enchanting retreat near Acadia National
The camp is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of The Blue Hill Bay. This is an edge wood enchanting retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free! 编辑

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Waterfront Getaway on the coast of Maine.
Cozy waterfront, two bedroom apartment with separate entrance and private deck overlooking the beautiful Maine coast. Walk the shore path through a field, filled with wildflowers, to a private cove on the Bagaduce River. The light filled apartment is located above the garage of a restored antique farmhouse and has beautiful water views from the living room and private deck. The perfect spot for a relaxing vacation on the coast of Maine.

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Private Lakeside Camping in Penobscot, Maine
Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.
Popular amenities for Penobscot family-friendly rentals
Family-friendly home rentals with a hot tub

Cute Midcoast Cottage w Hot Tub

Beachfront Guest Cottage - Year-round Hot Tub!

Hot Tub Art Sail Loft. Swans Island

Field of Dreams Tiny Home

Birch Hill Cabin w/Hot Tub

Acadia Treehouse near Bar Harbor - Private Luxury

A comforting sweet off grid cabin near the beach!

Secluded Retreat w/ Luxe Hot Tub & Forest Views
Family- and pet-friendly home rentals

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

Timeless Tides Cottage

Bungalhigh with Swimming Cove

Historic Farm, Waterfront Apartment, Acadia, Pets

Gran Den Lakefront Home Near Acadia

The Acadia House on Westwood

Farm stay in a cozy yurt

The Birch Bark Cabin
Family-friendly home rentals with a pool

Camping Cabin at Wild Acadia

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

New Boho Cape with Pool! Fenced yard, pet friendly

Ocean View Lawn Cottage - Newly Renovated 2024

House in the woods

Bar Harbor, near Acadia with seasonal dock & pool

Loon Sound Cottage, On the Water

Peaceful, Spacious Lodge with Golf & Sunset Views
When is the best time to visit Penobscot?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 SGD | $226 SGD | $213 SGD | $188 SGD | $259 SGD | $291 SGD | $335 SGD | $336 SGD | $291 SGD | $296 SGD | $252 SGD | $235 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Destinations to explore
- Rentals with a patio Penobscot
- Rentals with beach access Penobscot
- Cottage rentals Penobscot
- Rentals with a kayak Penobscot
- Rentals with a fireplace Penobscot
- Rentals with outdoor seating Penobscot
- Waterfront rentals Penobscot
- Rentals with a firepit Penobscot
- Pet-friendly rentals Penobscot
- House rentals Penobscot
- Rentals with lake access Penobscot
- Rentals with a washing machine and dryer Penobscot
- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





