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Vacation rentals in Orland

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Top-rated vacation rentals in Orland

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

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Apartment in Searsport

4.82 out of 5 average rating, 291 reviews

Lakefront Vacation Apartment in Searsport ME

All season private top floor apartment. Hammock, loungers, floats. Acadia/State parks close. Canoe, kayaks, hot tub/wood floating dock (seasonal use), fire pit, grill, swim, fish. Modern/Antique furnished: queen bed plus loveseat twin. Massage/lounger. 2nd queen, twin inflatables. Fully equipped kitchen. Families w/kids, business guests welcome. Wifi smart TV. Great hikes, mountain bike rentals close. Snow shoes/sled included, skiing close. Separate entrance/apt above home not full home.

Nov 16 – 23

R1,722 ZAR per night

Home in Surry

4.93 out of 5 average rating, 132 reviews

Gran Den Lakefront Home Near Acadia

Gran Den is a large, contemporary, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

Sep 3 – 10

R15,122 ZAR per night

Guesthouse in Bucksport

4.92 out of 5 average rating, 278 reviews

Chateau Chouinard Acadia NP & MMA, pets okay!

Contactless entry. Central location between Belfast, Bangor and Ellsworth. Close to Fort Knox and the Bucksport river walk, schools, restaurants and the business district. Just 50 minutes to Acadia National Park. Our casual, clean environment can be a place for you to relax and enjoy your stay in mid coast Maine at the gateway to the down east. There is a heat pump providing both heat and air conditioning, fireplace and outdoor firepit. Full kitchen with spices and breakfast items included.

Jan 23 – 30

R3,041 ZAR per night

Apartment in Hancock

4.98 out of 5 average rating, 196 reviews

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.

Mar 8 – 15

R2,551 ZAR per night

Apartment in Ellsworth

4.99 out of 5 average rating, 112 reviews

Roomy 2nd Fl 1-bedroom apt in downtown Ellsworth

Comfy, cozy & clean with convenient access to roads leading to Acadia National Park (18 miles), Bar Harbor, & Schoodic or Blue Hill peninsulas! Roomy, recently updated 2nd floor 1-bedroom apt of 1875 home w/private entrance. 15 inside steps; hallway unfinished. Note: Bed is full-size. Walking/biking trail just steps away, 4/10 mile to downtown Ellsworth for shopping dining, and pubs. Or relax and cook at home in your full size kitchen! Check in 3 p.m. or later. One night stays welcome. Enjoy!

Sep 25 – Oct 2

R2,057 ZAR per night

Guesthouse in Prospect

4.97 out of 5 average rating, 116 reviews

The Penobscot River Ranch Guesthouse

This unique four season property sits on 13+ acres on the Penobscot River in Prospect Maine facing Winterport. There is a 1/2 mile trail down to the river, great for hiking and snowshoeing. An awesome place to unwind with easy access for exploring mid coast and downeast Maine. Less than 10 minutes to Rt 1 and The Penobscot Narrows Bridge and Rt 1A, 18 miles to Belfast, Castine, Blue Hill, Ellsworth. About an hour to Acadia NP and 45 min to Bangor. Great views of the land, river and wildlife.

Jun 11 – 18

R1,762 ZAR per night

Cottage in Verona Island

4.85 out of 5 average rating, 162 reviews

Cottage on Maine's Penobscot River

Luna Cottage, located on the West Branch of the Penobscot River on Verona Island, offers a serene get-a-way while being only a short distance from some of Maine's best-known coastal towns & vacation destinations. Take day trips or just stay & relax! The town of Bucksport is just across the river and is in a renaissance after the closing of its paper mill. New businesses are developing along Main St. Maybe you'll even decide to live here! I REQUIRE GUESTS TO BE FULLY VACCINATED FOR COVID.

Nov 19 – 26

R2,812 ZAR per night

Cottage in Surry

4.92 out of 5 average rating, 128 reviews

Loon Sound Cottage, On the Water

Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill Peninsula. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A wonderful place for the perfect balance of rest and adventure.

Nov 16 – 23

R4,922 ZAR per night

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

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

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

Dome in Ellsworth

5.0 out of 5 average rating, 139 reviews

Nomad's Rest-Secluded Modern Camp 30 miles to MDI

The modern Maine camping experience. Enjoy an unforgettable stay in a geodesic dome outfitted with detached bathroom and shower. A fantastic jumping-off point for your favorite outdoor sports with hiking and biking trails within 10 minutes of the property and 30 miles from Acadia National Park. Return from a day of exploration to views of Maine lakes, the national park and a roaring fire pit! @nomaddomehome on Insta for more pictures.

Nov 1 – 8

R4,657 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

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Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Orland vacation rentals

Laptop-friendly workspace

Stay near Orland's top sights

Carrier's Mainely Lobster22 locals recommend

Crosby's Drive-In13 locals recommend

Glenn's Place14 locals recommend

Great Pond Mountain Wildlands, Dead River Trailhead12 locals recommend

Big Chicken Barn33 locals recommend

Bucksport Golf Club4 locals recommend

Other great vacation rentals in Orland

Guest suite in Ellsworth

4.93 out of 5 average rating, 157 reviews

Hidden Retreat Right Next Door

Aug 31 – Sep 7

R2,952 ZAR per night

Apartment in Belfast

4.99 out of 5 average rating, 261 reviews

Room with a Brew

Dec 25 – Jan 1

R2,460 ZAR per night

Apartment in Ellsworth

4.94 out of 5 average rating, 253 reviews

Coastal Studio in Ellsworth

Jan 19 – 26

R1,644 ZAR per night

Guesthouse in Orland

5.0 out of 5 average rating, 74 reviews

The Greenhouse Cottage

Dec 21 – 28

R2,742 ZAR per night

Guesthouse in Orland

5.0 out of 5 average rating, 28 reviews

Studio on Orland River

Nov 7 – 14

R2,462 ZAR per night

Home in Orland

5.0 out of 5 average rating, 10 reviews

New! Waterfront! Main House at Lakeside Campground

Mar 26 – Apr 2

R3,433 ZAR per night

Vacation home in Orland

5.0 out of 5 average rating, 27 reviews

Beautiful Lakeside guest house.

Oct 17 – 24

R5,807 ZAR per night

Home in Orland

4.97 out of 5 average rating, 75 reviews

Lakefront Cottage Close to Bar Harbor on 8 acres

Sep 14 – 21

R6,946 ZAR per night

Other great vacation rentals in Orland

Home in Orland

4.94 out of 5 average rating, 16 reviews

Sun House Acadia

Dec 28 – Jan 4

R7,482 ZAR per night

Cabin in Bucksport

4.99 out of 5 average rating, 97 reviews

The Sunset Chalet | PERFECT Location!

Jan 4 – 11

R11,400 ZAR per night

Cottage in Dedham

4.93 out of 5 average rating, 90 reviews

My Blue Heaven

Oct 18 – 25

R2,384 ZAR per night

Home in Orland

4.98 out of 5 average rating, 44 reviews

Tides' Reach - Private Waterfront King Beds

Nov 26 – Dec 3

R5,084 ZAR per night

Apartment in Bucksport

4.94 out of 5 average rating, 33 reviews

Penthouse (1 bedroom) w/ Dynamic Water Views

Dec 29 – Jan 5

R2,924 ZAR per night

Cottage in Surry

5.0 out of 5 average rating, 24 reviews

Maine camp on lake with private island near Acadia

Jun 9 – 16

R4,931 ZAR per night

Guest suite in Hampden

4.97 out of 5 average rating, 67 reviews

In-law apartment in Hampden

Aug 22 – 29

R2,087 ZAR per night

Guesthouse in Ellsworth

5.0 out of 5 average rating, 39 reviews

Beautiful Branch Lake Hideaway

Oct 17 – 24

R2,676 ZAR per night

Quick stats about vacation rentals in Orland

Total rentals	100 properties
Rentals with dedicated workspaces	30 properties have a dedicated workspace
Pet-friendly rentals	30 properties allow pets
Family-friendly rentals	60 properties are a good fit for families
Total number of reviews	3.4K reviews
Nightly prices starting at	R380 ZAR before taxes and fees

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Orland?
Yes! Work meets play with ease at over 10 house rentals in Orland featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Orland?
Experience the best of Orland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Orland?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 10 homes with air conditioning, over 30 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cabin rentals in Orland have wireless internet?
Absolutely! We offer over 10 cabin rentals with wireless internet in Orland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orland have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Orland. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly cabin rentals in Orland?
Four-legged friends are welcome in Orland. Choose from more than 10 cabin rentals for guests traveling with pets.
Do cottage rentals in Orland have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Orland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cabin rentals in Orland?
Orland has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore