
Family-friendly holiday rentals in Deer Isle
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Top-rated family-friendly rentals in Deer Isle
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Modern Coastal Tiny House Retreat + Private Sauna
Welcome to your modern coastal escape in the heart of Stonington — one of Maine’s most charming, artistic, and unspoiled working waterfront towns. This beautifully crafted tiny home blends luxury materials with timeless cabin warmth, offering a unique stay just a short walk from downtown shops, galleries, and restaurants. Relax in your private wood-fired sauna, unwind by the firepit, or watch the harbor glow at sunrise through the loft skylights. Perfect for couples, small families, or friends.

The Cabins at Currier Landing Cabin 1: Fern
Stylish Cabin w/Loft - Sleeps 3 - loft w/queen bed; 1st level twin daybed. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

Flower Farm Loft
When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Blue Arches: waterfront vacation home on 18+ acres
A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and secluded, this 2,000 sf modern luxury cottage nestled on 12 private acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 min 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

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

“Low Tide” studio *no cleaning fee!
This unique place has a style all its own. It’s an open concept studio for two on the “quietside” of Mount Desert Island. This cozy, newly constructed nook is the perfect place to rest your head after exploring all our island has to offer! Note, there is no oven or cooktop. Your kitchenette will provide a sink, refrigerator, toaster, microwave and coffee maker. Your studio is the downstairs to the owners apartment, both with their own entrance and shares a driveway with my other rental.

Stonington Harbor Cottage
SPECIAL: 10% discount for a 28+ day stay. This bright and cozy two-room TINY HOUSE was built in 2018 as a honeymoon suite. A full kitchen with cookware, dinnerware, coffee pot, microwave. A heat pump provides heating and cooling. Shaded picnic table and small propane grill. Two-night minimum with parking for one car only (no trucks/trailers). Ask about extra parking. One well-behaved dog is allowed, note $35 pet fee. No other pets or children. No TV, good wifi. 10pm quiet zone.

Tiny house with AC!!
A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

Ferry Keeper’s Cottage: Deer Isle (Waterviews)
The Ferrykeeper’s Cottage is a light filled oasis, surrounded by water, meadows & views of the famous Eggemoggin Reach. Our cottage offers handcrafted counters, stone sinks, & oceanic tile to create a unique setting. 3 houses to the beach. Borrow a kayak & explore our shore. Property borders Scott’s Landing - a treasure trove of birds, sand dollars, porpoises, seals & a family of foxes. *Queen bed + flip down sofa (latter suitable for 1 adult OR 2 small kids)

The Tiny House with the Enormous View of Acadia
The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

The Reach Retreat
Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!
Popular amenities for Deer Isle family-friendly rentals
Family-friendly home rentals with a hot tub

The Acadia Gateway House

Raven's Crossing - Kate's Cottage

Lovely new loft in permaculture gardens

Cute Midcoast Cottage w Hot Tub

Hot Tub Art Sail Loft. Swans Island

Birch Hill Cabin w/Hot Tub

Canoe House Bungalow and Spa Retreat ,Searsport

10 1BR Acadia Cottage w/AC Open Hearth Inn
Family- and pet-friendly home rentals

Up Back Cottage

Tapley Farm Waterfront Apartment, Acadia, Pets

Little Apple Cabin on 5 acres, amazing stargazing!

"The Lair" Guesthouse

King Bed|DTWN|Fiber Internet|Steps to Food&Drink

The Birch Bark Cabin

Sunny Waterfront Home Overlooking Blueberry Field

Warm and cozy Hayloft Apartment
Family-friendly home rentals with a pool

Camping Cabin at Wild Acadia

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

The Jarvis Homestead | Historic Maine Mansion

Coastal Retreat with Pool and Cheerful Vibes

Park Place in the Heart of Bar Harbor

Loon Sound Cottage, On the Water

Ocean View Retreat with Heated Pool / Hot Tub

Angel Mist Retreat Garage Apartment
When is the best time to visit Deer Isle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 SGD | $304 SGD | $292 SGD | $299 SGD | $298 SGD | $341 SGD | $355 SGD | $367 SGD | $326 SGD | $292 SGD | $272 SGD | $253 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 |
Quick stats about holiday rentals that are family-friendly in Deer Isle

Total holiday rentals
Explore 190 holiday rentals in Deer Isle

Nightly prices starting at
Deer Isle holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 6,350 verified reviews to help you choose

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
170 of Deer Isle holiday rentals include wifi access

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

4.9 Average rating
Deer Isle stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- University of Maine
- Cellardoor Winery
- Schoodic Peninsula
- Moose Point State Park
- Camden Hills State Park
- Bass Harbor Head Light Station
- Maine Discovery Museum
- Hollywood Slots Hotel & Raceway
- Maine Lighthouse Museum




