
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 $128 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Orland holiday rentals include wifi 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 rentals with kayak in Orland
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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
LocationValueFamily
5.0 out of 5 average rating, 168 reviews
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.
Outdoor spacesValueTV
4.96 out of 5 average rating, 157 reviews
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
LocationValuePets
4.94 out of 5 average rating, 243 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. 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.
Outdoor spacesLocationLaundry
4.93 out of 5 average rating, 164 reviews
Your own private getaway on Pushaw Lake!
Welcome to Pushaw Lake! You’ll find all the comforts of home here! :-) Come for the weekend! Save 20% for a week, or 30% for a month stay! :-) Jump in the lake or go on an adventure in a kayak or canoe this summer! Bring snowmobiles, snowshoes, skis, or go ice-fishing this winter! :-) Relax... Read a book and listen to the Loons, or sit around the fire pit and say goodbye to stress! :-) You’re less than 20 minutes from Bangor International Airport, Downtown Bangor, and UMO! :-)
ValueLocationAccess
4.95 out of 5 average rating, 260 reviews
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.
LocationValueComfort
4.97 out of 5 average rating, 140 reviews
Historic Stephenson Farm on 35 acre Mason Pond
This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.
Outdoor spacesValueBathroom
4.92 out of 5 average rating, 125 reviews
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.
ValueLocationLaundry
4.97 out of 5 average rating, 152 reviews
Gran Den Lakefront Home Near Acadia
Gran Den is a large, 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.
ValueOutdoor spacesBreakfast
4.94 out of 5 average rating, 181 reviews
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.
Outdoor spacesValueAccuracy
4.97 out of 5 average rating, 462 reviews
Graham Lakeview Retreat
Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.
Outdoor spacesLocationHiking
4.98 out of 5 average rating, 134 reviews
Green's Landing on Branch Lake
Welcome to Green’s Landing on Branch Lake, a waterfront retreat on one of Maine’s cleanest lakes. Enjoy two private docks, four kayaks, two paddleboards, a canoe, the Game Barn, fire pit, and room for up to 16 guests. Bring your boat or have one delivered nearby, then spend your days swimming, fishing, and making memories. Just minutes from Acadia National Park, it’s the perfect escape for families and friends.
LocationOutdoor spacesFamily
4.99 out of 5 average rating, 157 reviewsPopular amenities for kayak rentals in Orland
House rentals with a kayak

Tranquil lakefront retreat for nature lovers
Outdoor spacesLocationKitchen
4.95 out of 5 average rating, 107 reviews
Amazing Views- Central to Acadia
Outdoor spacesLocationHospitality
4.96 out of 5 average rating, 99 reviews
Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia
Outdoor spacesLocationCondition
4.95 out of 5 average rating, 127 reviews
Timber Point – Secluded Waterfront Oasis
ValueOutdoor spacesBeach
4.97 out of 5 average rating, 118 reviews
The Narrows Lake House/Phillips Lake-Bangor/Acadia
Outdoor spacesLocationSleep quality
4.89 out of 5 average rating, 127 reviews
Gathering Home on Phillips Lake en route to Acadia
Outdoor spacesLocationFamily
4.9 out of 5 average rating, 175 reviews
Modern Lakefront Home w/ Hot Tub • Summer Vacation
ValueLocationAir conditioning
4.87 out of 5 average rating, 122 reviews
Waterfront near Acadia | Hot Tub| Kayaks| Bay View
Outdoor spacesLocationParks
4.93 out of 5 average rating, 151 reviewsCottage rentals with a kayak

Mainestay Cottage - 4 Season Waterfront Retreat
LocationValueCheck-in
4.96 out of 5 average rating, 124 reviews
Peaceful Branch Lake Cabin minutes to Acadia
LocationValueIndoor spaces
4.88 out of 5 average rating, 113 reviews
Acadia Beach shipwreck cottage Bar Harbor
ValueLocationAccess
4.97 out of 5 average rating, 109 reviews
Call of the Loon - Water Edge Lake House
LocationValueDecor
4.84 out of 5 average rating, 118 reviews
Lakefront Cottage on Tracy Pond
Outdoor spacesValueAmenities
4.91 out of 5 average rating, 178 reviews
Ferry Keeper’s Cottage: Deer Isle (Waterviews)
Outdoor spacesLocationLayout
4.89 out of 5 average rating, 164 reviews
Private Waterfront Home with Kayaks and Firepit
LocationValueKitchen
4.88 out of 5 average rating, 215 reviews
Restored camp nestled in the Maine woods
ValueOutdoor spacesAccess
4.98 out of 5 average rating, 132 reviewsCabin rentals with a kayak

Bungalow with Swimming Cove
Outdoor spacesValuePets
4.83 out of 5 average rating, 146 reviews
Sunrise Views Cabin with King Bed, Bar & Game Room
ValueOutdoor spacesAccess
4.95 out of 5 average rating, 129 reviews
Hobb’s House - Year Round Log Cabin on the Water
ValueOutdoor spacesNearby
4.97 out of 5 average rating, 140 reviews
Waterfront Cabin in Hermon
LocationValueCleanliness
4.92 out of 5 average rating, 118 reviews
Off Grid Mountain Cabin w/skyline & kayaks
Outdoor spacesLocationIndoor spaces
4.91 out of 5 average rating, 101 reviews
A-frame cabin by the bay with kayak!
Outdoor spacesLocationCleanliness
4.88 out of 5 average rating, 299 reviews
Peaceful 4 season lake house - Pleasant Lake Camp
Outdoor spacesLocationAmenities
4.96 out of 5 average rating, 103 reviews
Cozy Maine Cabin!
Outdoor spacesLocationParks
4.98 out of 5 average rating, 102 reviewsDestinations to explore
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- Camden Hills State Park
- Farnsworth Art Museum
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





