Deer Isle vacation rentals

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Top-rated vacation rentals in Deer Isle

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Stonington

4.9 out of 5 average rating, 125 reviews

Puppa’s View- a private waterfront home

The perfect vacation property. Private and comfortable 2 bedroom ocean front home with sweeping views of Allen Cove and Penobscot Bay. Just 1 mile from the bustling Stonington Village and a quick drive to anywhere on Deer Isle. The home has dedicated workspaces in each bedroom, a gigantic, fully-equipped kitchen and is spacious and peaceful. Wake to breathtaking sunrise views and find yourself stopping to appreciate the sunset over this quiet cove. I will happily help customize your itineary.

Dec 10 – 17

R5,860 ZAR per night

Guest favorite

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Private getaway cottage is a favorite of honeymooners & lovers of modern design. * 2,000 square foot modern cottage on 12 acres of woods and fields * One hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * 2 full baths, one with a steam shower * Fully equipped kitchen with Wolf stove and under-counter Sub-Zero fridge * Two gas fireplaces, one indoors, one on a covered deck (*NEW*) * Queen bed with luxurious linens and pillows * Smart TV; gas grill * EV charger

Oct 18 – 25

R9,246 ZAR per night

Guest favorite

Tiny home in Stonington

4.91 out of 5 average rating, 247 reviews

Island Getaway - Modern Tiny House Coastal Retreat

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. Our tiny home was constructed with high quality materials that are locally sourced and includes a mini split heat pump, full kitchen, walnut countertops and custom hardwood self-close cabinets. Modern yet cozy and situated in picturesque Stonington with a faint view of the harbor. ★ Complementary Kayaks Rentals when you stay 3 nights or more! ★

Nov 19 – 26

R4,243 ZAR per night

Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 327 reviews

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Dec 11 – 18

R2,584 ZAR per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 103 reviews

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 400 Mbs cable 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. Pet friendly!

Mar 17 – 24

R1,864 ZAR per night

Guest favorite

Tiny home in Blue Hill

4.94 out of 5 average rating, 155 reviews

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

Oct 5 – 12

R2,690 ZAR per night

Guest favorite

Cottage in Deer Isle

4.9 out of 5 average rating, 114 reviews

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to this coastal Maine getaway just steps away from your own private ocean and beach front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tidal pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.

Feb 8 – 15

R4,086 ZAR per night

Guest favorite

Tiny home in Blue Hill

4.84 out of 5 average rating, 132 reviews

Mini Moose Tiny Home

Our Mini Moose sits on our 50 + acres of beautiful Maine woods. Two miles from the center of the coastal village of Blue Hill. We have successfully rented for 4 years. Surrounded by trees to provide privacy. Fire pit & view of the pond from the deck. Perfect getaway for a couple or single person to explore the natural beauty of Downeast Maine. Only 45 minute drive to Acadia National Park. We have 2 swimming ponds and some walking trails and a contemplative walking labyrinth.

Sep 9 – 16

R1,860 ZAR per night

Guest favorite

Cottage in Deer Isle

4.94 out of 5 average rating, 280 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Oct 27 – Nov 3

R3,806 ZAR per night

Guest favorite

Guesthouse in Sedgwick

4.96 out of 5 average rating, 235 reviews

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.

Sep 26 – Oct 3

R2,647 ZAR per night

Guest favorite

Guesthouse in Penobscot

4.99 out of 5 average rating, 166 reviews

Sea Pearl

Take it easy at this unique and tranquil getaway. Newly renovated, this is a perfect spot for your serious fun. Located right on water of the Northern Bay in Penobscot. The Northern Bay is considered the hidden Gem of the bay. This area of the bay is tidal. Come watch the eagles soar over head Just out your door. Kayaking, sailing, hiking, seafood , and lot more! Or just relax in a stunning natural setting. Just a short drive to Acadia National Park, & Bar Harbor.

Aug 22 – 29

R3,588 ZAR per night

Guest favorite

Cottage in Brooklin

4.98 out of 5 average rating, 178 reviews

Historic School House now with High Speed Internet

Historic schoolhouse of Brooklin converted into the perfect one bedroom getaway. Located across the street from the Brooklin Rockbound Capel with a quick 20-minute drive to Blue Hill. Acadia National Park, Bar Harbor or Bangor are all with in an hour away. The original post and beam construction, with a sleeping loft, give the interior a rustic vibe offset by the playful color palette and butterfly wallpaper make it more botanical and lighthearted.

Sep 30 – Oct 7

R3,396 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Deer Isle vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Deer Isle's top sights

Harbor Cafe26 locals recommend

Nervous Nellie's Jams and Jellies41 locals recommend

EL EL FRIJOLES, Mexican Food68 locals recommend

Stonecutters Kitchen16 locals recommend

Aragosta at Goose Cove45 locals recommend

Eggemoggin Country Store15 locals recommend

Deer Isle cottage rentals

Superhost

Cottage in Deer Isle

4.88 out of 5 average rating, 126 reviews

Ferry Keeper’s Cottage: Deer Isle

Jul 29 – Aug 5

R6,422 ZAR per night

Guest favorite

Cottage in Lincolnville

4.91 out of 5 average rating, 329 reviews

Eco-friendly studio - ocean views, close to beach

Nov 3 – 10

R2,586 ZAR per night

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 164 reviews

Designer’s Coastal Retreat with Simple Luxuries

Nov 24 – Dec 1

R2,752 ZAR per night

Guest favorite

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Mar 14 – 21

R2,615 ZAR per night

Guest favorite

Cottage in Waltham

4.95 out of 5 average rating, 671 reviews

Quiet lakefront cottage on Graham Lake

Jan 5 – 12

R2,166 ZAR per night

Guest favorite

Cottage in Hampden

4.98 out of 5 average rating, 248 reviews

MaineStay Cottage #3 Full Kitchen Hampden/Bangor

Mar 3 – 10

R2,496 ZAR per night

Guest favorite

Cottage in Trenton

4.97 out of 5 average rating, 262 reviews

NEW Whitetail Cottage, Acadia National Park 7m

Dec 28 – Jan 2

R4,061 ZAR per night

Guest favorite

Cottage in Saint George

4.96 out of 5 average rating, 188 reviews

Hidden Haven A Rustic Retreat In St. George, Maine

May 8 – 15

R2,721 ZAR per night

Show all

Other great vacation rentals in Deer Isle

Guest favorite

Apartment in Sedgwick

4.9 out of 5 average rating, 201 reviews

Private Apartment at Cabin Cove

Sep 22 – 29

R3,268 ZAR per night

Superhost

Apartment in Searsport

4.82 out of 5 average rating, 291 reviews

Lakefront Vacation Apartment in Searsport ME

Nov 16 – 23

R1,722 ZAR per night

Guest favorite

Guesthouse in Lincolnville

4.96 out of 5 average rating, 121 reviews

Cabin with beautiful ocean views

Oct 22 – 29

R3,233 ZAR per night

Guest favorite

Apartment in Blue Hill

4.94 out of 5 average rating, 161 reviews

Coastal Maine Barn Apartment

Oct 3 – 10

R2,826 ZAR per night

Guest favorite

Apartment in Searsmont

4.97 out of 5 average rating, 108 reviews

Searsmont Studio

Apr 28 – May 5

R1,696 ZAR per night

Superhost

Cottage in Deer Isle

4.88 out of 5 average rating, 41 reviews

Cozy complete camp on cove Perfect for couple

Dec 9 – 16

R2,008 ZAR per night

Guest favorite

Cottage in Deer Isle

4.89 out of 5 average rating, 19 reviews

Reach Winds Classic Maine seaside 2 bdrm. cottage

Nov 17 – 24

R6,438 ZAR per night

Guest favorite

Home in Deer Isle

4.91 out of 5 average rating, 58 reviews

Stunning waterfront on Deer Isle

Jan 15 – 22

R8,188 ZAR per night

Show all

Quick stats about vacation rentals in Deer Isle

Total rentals
340 properties
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
9.7K reviews
Nightly prices starting at
R190 ZAR before taxes and fees

Frequently Asked Questions

What types of vacation rentals are available in Deer Isle?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Deer Isle. From over 60 cottage rentals to over 150 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there pet-friendly vacation rentals in Deer Isle?
Four-legged friends are welcome in Deer Isle. Choose from more than 110 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Deer Isle?
Yes! Work meets play with ease at over 120 vacation rentals in Deer Isle featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in Deer Isle have wifi?
Absolutely! We offer over 50 cottage rentals with wifi in Deer Isle. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Deer Isle have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Deer Isle. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Deer Isle have a bbq area?
Absolutely! We offer over 30 cottage rentals with a bbq area in Deer Isle. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in Deer Isle?
Experience the best of Deer Isle with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly cottage rentals in Deer Isle?
Deer Isle has more than 50 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Deer Isle vacation rentals

Top-rated vacation rentals in Deer Isle

Vacation rentals for every style

Houses

Cottages

Cabins

Popular amenities for Deer Isle vacation rentals

Stay near Deer Isle's top sights

Deer Isle cottage rentals

Cottage in Deer Isle

Cottage in Lincolnville

Cottage in Rockport

Cottage in Owls Head

Cottage in Waltham

Cottage in Hampden

Cottage in Trenton

Cottage in Saint George

Other great vacation rentals in Deer Isle

Apartment in Sedgwick

Apartment in Searsport

Guesthouse in Lincolnville

Apartment in Blue Hill

Apartment in Searsmont

Cottage in Deer Isle

Cottage in Deer Isle

Home in Deer Isle

Quick stats about vacation rentals in Deer Isle

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What types of vacation rentals are available in Deer Isle?

Are there pet-friendly vacation rentals in Deer Isle?

Are there vacation rentals with a dedicated workspace in Deer Isle?

Do cottage rentals in Deer Isle have wifi?

Do cottage rentals in Deer Isle have air conditioning?

Do cottage rentals in Deer Isle have a bbq area?

How much does it cost to stay in cottage rentals in Deer Isle?

Are there family-friendly cottage rentals in Deer Isle?

Destinations to explore