Holiday houses in Deer Isle

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Top-rated holiday rentals in Deer Isle

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Guest favourite

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.

24–31 May

$572 NZD per night

Guest favourite

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 * 1 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

17–24 Oct

$942 NZD per night

Guest favourite

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! ★

19–26 Nov

$429 NZD per night

Guest favourite

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.

14–21 Oct

$259 NZD per night

Guest favourite

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!

17–24 Mar

$197 NZD per night

Guest favourite

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

5–12 Oct

$262 NZD per night

Guest favourite

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.

8–15 Feb

$444 NZD per night

Guest favourite

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.

27 Oct – 3 Nov

$381 NZD per night

Guest favourite

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.

26 Sep – 3 Oct

$268 NZD per night

Guest favourite

Apartment in Camden

4.99 out of 5 average rating, 110 reviews

Sunny In-Town Camden Studio, 15% weekly discount

Make this cozy, contemporary studio apartment your home-away-from-home. Located just two blocks from downtown Camden, it's a five minute walk to downtown in one direction, or to one of the many trailheads in Camden Hills State Park in the other. In any season, our central location gives you access to the best of the Midcoast. *COVID19 Update: We are following CDC guidelines to clean and disinfect our space and offer self check-in to minimize person to person contact.

3–10 May

$209 NZD per night

Guest favourite

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.

1–8 Jan

$350 NZD per night

Guest favourite

Apartment in Blue Hill

4.96 out of 5 average rating, 171 reviews

Robin's Nest – Eco-friendly studio

New open apartment at the top of easy-access spiral stairs, private, and quiet located in the forest and a short walk to the sea. It features a balcony facing eastward, a queen size bed, and futon to sleep an additional two people. Also included is a kitchenette with a small refrigerator, hot-plate, and microwave. There is a full bath with fresh towels, hot shower, and a dining area which includes a pine table with benches.

11–18 Nov

$307 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Deer Isle holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

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

Other great holiday rentals in Deer Isle

Guest favourite

Tiny home in Blue Hill

4.84 out of 5 average rating, 132 reviews

Mini Moose Tiny Home

25 Aug – 1 Sep

$194 NZD per night

Superhost

Cottage in Deer Isle

4.88 out of 5 average rating, 41 reviews

Cozy complete camp on cove Perfect for couple

26 Jan – 2 Feb

$223 NZD per night

Guest favourite

Cottage in Deer Isle

4.89 out of 5 average rating, 19 reviews

Reach Winds Classic Maine seaside 2 bdrm. cottage

6–13 Nov

$659 NZD per night

Guest favourite

Cabin in Deer Isle

4.96 out of 5 average rating, 25 reviews

Downseast on Greenlaw Cove: A Secluded Getaway

3–10 Jun

$435 NZD per night

Guest favourite

Home in Deer Isle

4.91 out of 5 average rating, 58 reviews

Stunning waterfront on Deer Isle

6–13 Feb

$841 NZD per night

Guest favourite

Apartment in Deer Isle

4.86 out of 5 average rating, 14 reviews

Bridge view w/beach& boat access

9–16 Aug

$393 NZD per night

Guest favourite

Home in Deer Isle

5.0 out of 5 average rating, 16 reviews

A Victorian Gem on Deer Isle

21–28 Apr

$345 NZD per night

Guest favourite

Cottage in Stonington

4.99 out of 5 average rating, 75 reviews

Stonington Harbor Cottage - Vacation / Remote Work

21–28 Jul

$348 NZD per night

Show all

Quick stats about holiday 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	$17 NZD before taxes and fees

Holiday houses in Deer Isle

Top-rated holiday rentals in Deer Isle

Home in Stonington

Cottage in Sedgwick

Tiny home in Stonington

Guesthouse in Lincolnville

Guesthouse in Orland

Tiny home in Blue Hill

Cottage in Deer Isle

Cottage in Deer Isle

Guesthouse in Sedgwick

Apartment in Camden

Cottage in Brooklin

Apartment in Blue Hill

Holiday rentals for every style

Houses

Cottages

Cabins

Popular amenities for Deer Isle holiday rentals

Stay near Deer Isle's top sights

Other great holiday rentals in Deer Isle

Tiny home in Blue Hill

Cottage in Deer Isle

Cottage in Deer Isle

Cabin in Deer Isle

Home in Deer Isle

Apartment in Deer Isle

Home in Deer Isle

Cottage in Stonington

Quick stats about holiday rentals in Deer Isle

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore