
Holiday rentals with a kayak in Orland
Find and book unique kayak rentals on Airbnb
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.

Lakefront Gem with Breathtaking 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 a whole lot of time to just be. 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 from town or Acadia — if you ever want to leave.

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.

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.

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.

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

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.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

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

Maine Waterfront Hideaway

Water's Edge-Oceanfront with Stellar View

A little slice of heaven on Brewer Lake

Entire House/Mill/modern vintage on 35 Acre Pond

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

Modern Lakefront Home w/ Hot Tub • Winter Escape

Lakefront Log Cabin on Pleasant Lake
Cottage rentals with a kayak

Bayview Cottage on the Atlantic

Lakefront Cottage on Tracy Pond

Lakefront, near Bar Harbor, ME

Peaceful Branch Lake Cabin minutes to Acadia

Private Waterfront Home with Kayaks and Firepit

Your own private getaway on Pushaw Lake!

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

Little Lodge - Centrally located in Downeast Maine

Lakefront cabin

Birch Cottage · Just You & Quantabacook Lake

Cozy Lakefront Cabin in Freedom, ME

Roxie the Tiny Cabin on 100 acres

Cozy Maine Cabin!
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 £73 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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- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- University of Maine
- Schoodic Peninsula
- Bass Harbor Head Light Station
- Maine Lighthouse Museum
- Camden Hills State Park
- Hollywood Slots Hotel & Raceway
- Moose Point State Park
- Cellardoor Winery
- Cold Stream Pond





