
Holiday rentals with a kayak in Orland
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Orland

Total holiday rentals
Explore 50 holiday rentals in Orland

Nightly prices starting at
Orland holiday rentals start at $170 NZD per night before taxes and fees

Verified guest reviews
Over 2,830 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Orland holiday rentals include Wi-Fi access

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

4.9 Average rating
Orland stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Accommodation with a Kayak in Orland
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Coveside Lakehouse on Sandy Point
If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.
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Lakefront Log Cabin on Pleasant Lake
Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch
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Cozy Cottage on the Penobscot – Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme
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Loon Sound Cottage, On the Water
Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill. 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 perfect balance of rest and adventure. We prefer Sat-Sat. rental but flexible.
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Waterfront-40min to Acadia-Main House-Kayaks
Lakehouse for those seeking outdoor adventures at Acadia National Park, a relaxing lake trip, or a true historic Maine cabin resort experience. Enjoy a four-season, pet-friendly, Maine lakehouse! The converted Main House at the Getogether Stays cabin micro-resort sleeps 8 and includes WiFi, kayaks, a gas grill, A/C and heat, a picnic table, and Adirondack chairs around the fire pit. The cabin is convenient to Bucksport, Ellsworth, Bangor, and Bar Harbor, making it ideal for exploring Acadia.
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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.
LocationOutdoor spacesKitchen

Rustic Cabin on Beech Hill Pond near Acadia
Our rustic lakefront cabin is on beautiful crystal clear Beech Hill Pond near Acadia National Park and Bar Harbor, Maine. The cabin has 2 bedrooms and is suitable for 1 to 4 guests. It is furnished with the amenities listed as well as a dock, swimming float, fire pit with firewood, gas grill, and table and chairs. Enjoy the peacefulness from the screened in porch which overlooks the lake after a day of hiking in Acadia National Park. You will hear the call of the loons while relaxing.
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C&H Lake View LLC
GLAMPING! Located on beautiful Graham lake. Experience our spectacular sunrises & sunsets! Beachfront property! Enjoy swimming, kayaking, campfires, outdoor kitchen with separate ice maker, sink, grill, floats, bean bag madness. Bug machine to make your stay more enjoyable. Wifi. Enjoy peace and tranquility here in Maine! Two kayaks come with your stay. Additional kayaks available for rent at $25 each for the duration of your stay. For availability please reserve a head of time.
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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.
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Waterfront Tipi Glamping // Phoenix Landing
Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.
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Waterfront Retreat | Dock, Kayaks & Outdoor Movies
You didn’t know you needed this- until you arrived. A modern studio tucked right on the water’s edge, where nothing is between you and the lake but loons, sunlight, and time to relax. Private dock (float, fish, float again) Spa-style indoor + outdoor showers (yes, both. Why not?) Outdoor movie night under a blanket of stars Pet-friendly Swimming, stargazing, and stories you’ll be telling next year Just a short drive to town or Acadia — if you ever want to leave.
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BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
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Popular amenities for Orland kayak rentals
Holiday House Rentals with a Kayak

Kirby Island Road Retreat
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Gran Den Lakefront Home Near Acadia
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Water's Edge-Oceanfront with Stellar View
ValueOutdoor spacesComfort

Fun Lakefront Cabin near Acadia
Outdoor spacesLocationCleanliness

A little slice of heaven on Brewer Lake
Outdoor spacesLocationQuiet

Cozy Waterfront Home With Breathtaking Views!!!
LocationOutdoor spacesCleanliness

Entire House/Mill/modern vintage on 35 Acre Pond
Outdoor spacesLocationSleep quality

The Narrows Lake House/Phillips Lake-Bangor/Acadia
LocationOutdoor spacesBackyard
Cottages with a kayak

Ferry Keeper’s Cottage: Deer Isle (Waterviews)
ValueLocationAmenities

Lakefront Cottage on Tracy Pond
LocationOutdoor spacesSolo travel

Lakefront, near Bar Harbor, ME
ValueLocationHeating

Private Waterfront Home with Kayaks and Firepit
ValueOutdoor spacesBathroom

Peaceful Branch Lake Cabin minutes to Acadia
ValueOutdoor spacesWi-Fi

Picturesque lake-front cottage close to amenities
Outdoor spacesLocationComfort

Your own private getaway on Pushaw Lake!
Outdoor spacesLocationCondition

Hidden Haven A Rustic Retreat In St. George, Maine
ValueOutdoor spacesBiking
Cabin rentals with a kayak

Sunrise Views Cabin with King Bed, Bar & Game Room
ValueOutdoor spacesBathroom

Hobb’s House - Year Round Log Cabin on the Water
ValueOutdoor spacesView

Little Lodge - Centrally located in Downeast Maine
ValueLocationCheck-in

Lakefront Cottage/Private Midcoast Maine
LocationOutdoor spacesPool

Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia
LocationValueSolo travel

Cozy Lakefront Cabin in Freedom, ME
ValueLocationTV

Cozy Maine Cabin!
Outdoor spacesLocationAccess

Bungalow with Swimming Cove
LocationOutdoor spacesWalkability
Destinations to explore
- Montreal Holiday rentals
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- Quebec City Holiday rentals
- Portland Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Halifax Holiday rentals
- Bar Harbor Holiday rentals
- Salem Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Old Orchard Beach Holiday rentals
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- 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





