
Holiday rentals with a kayak in Orland
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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

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.

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.

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.

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.

Nebi—Private Yacht on Scenic Damariscotta River
With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

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.

IslandView • Waterfront Lake House + Island Views
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.

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.

Mainely Green Lake Superior Recreational Retreat
This gracious three bedroom two bathroom home is the perfect getaway to relax and experience Maine. Our home is located in a secluded area where you right away feel that you are entering a calm and peaceful place. We have tried to make our home as cozy and family friendly as possible. Cozy up by the fireplace and have a wonderful time. In the summer you can enjoy swimming in the lake, hiking, biking, fishing, outdoor bbq, outdoor fire pit and much more.

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.

Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia
Welcome to Beech Hill Pond! Whether you're looking for a landing spot to explore Bar Harbor and Acadia National Park, a gathering place for a friends and family getaway, or a quiet place to listen to the loons and cook up s'mores by the fire - The Beech House is the place for you! Take a break from work and jump in a kayak at The Beech House! Let us help you enjoy the great state of Maine - The Way Life Should Be
Popular amenities for kayak rentals in Orland
House rentals with a kayak

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Coveside Lakehouse on Sandy Point

SOLAR CONTAINER HOME,63acres, trails,DOGS welcome!

A little slice of heaven on Brewer Lake

Entire House/Mill/modern vintage on 35 Acre Pond

Lakefront: Private Hot Tub, Sauna & Free Massages!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Modern Lakefront Home w/ Hot Tub • Winter Escape
Cottage rentals with a kayak

Bayview Cottage on the Atlantic

Lakefront Cottage on Tracy Pond

Lakefront, near Bar Harbor, ME

Private Waterfront Home with Kayaks and Firepit

Your own private getaway on Pushaw Lake!

Hidden Haven A Rustic Retreat In St. George, Maine

Modern RV on Tracy Pond

Our charming,oceanfront, Bradford point cottage
Cabin rentals with a kayak

Sunrise Views Cabin with King Bed, Bar & Game Room

Rustic Family Cabin on China Lake

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

Little Lodge - Centrally located in Downeast Maine

Pinecone Cabin in Eastbrook, Pet Friendly!

Peaceful & private waterfront cabin

Birch Cottage · Just You & Quantabacook Lake

Cozy Lakefront Cabin in Freedom, ME
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 £75 per night before taxes and fees

Verified guest reviews
Over 2,760 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!
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- Rentals with a kayak Hancock County
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- Rentals with a kayak United States
- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- University of Maine
- Cellardoor Winery
- Schoodic Peninsula
- Maine Lighthouse Museum
- Moose Point State Park
- Cold Stream Pond
- Hollywood Slots Hotel & Raceway
- Bass Harbor Head Light Station
- Maine Discovery Museum
- Echo Lake Beach





