
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.

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.

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 guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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

Acadia National Park ocean front & garden cottages
Both our houses are designed in the contemporary style. We used custom made decor and cherry tree furniture. A lot of windows, glass doors, bright and open space are inside the house. It is very quiet outside. You most likely will be alone at the beach. We share the whole sea cove with only one neighboring house. It is a pure paradise if you want to live on the beach on your own and within minutes of driving to the main local attractions. You'll be amazed of our botanical garden and landscape.

Peaceful Branch Lake Cabin minutes to Acadia
Ellsworth is the gateway to Downeast Maine. Just minutes from Acadia National Park, and Bar Harbor, enjoy relaxing along Ellsworth's pristine 9 mile long 120 foot deep Branch Lake (one of Maine's most best kept secrets)! Our furnished lake side cottage is a perfect place to vacation in Maine. You won't find a more beautiful or convenient, yet secluded spot, anywhere. Enjoy using our kayaks, pedal boat, fishing equipment, and canoe. Go swimming in our sandy waterfront or just relax on shore.

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.

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.

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.

The Narrows Lake House/Phillips Lake-Bangor/Acadia
Two-level home with walkout basement and full upper deck provides stunning views of one of Maine's most sought-after lakes. Relax on the shore next to the firepit, float on the beautiful waters of Phillips Lake or have a toddy on the deck. Hosts live in the area and are available for providing suggestions for area entertaining and dining. Dedham is located approximately 45 minutes from Bar Harbor and 30 from BIA
Popular amenities for kayak rentals in Orland
House rentals with a kayak

Beautiful Home on Phillips Lake - Near Acadia

Peaceful Lakeside Retreat Near Acadia & Bar Harbor

A little slice of heaven on Brewer Lake

Stunning waterfront Lucerne views, private dock

Entire House/Mill/modern vintage on 35 Acre Pond

Raccoon Cove Waterfront Hideaway

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

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

Kozy Kottage on Pushaw Lake
Cabin rentals with a kayak

Lake front, Hot Tub, Kayak, MDI!

Cozy Lakefront Cabin * CampChamp

Little Lodge - Centrally located in Downeast Maine

Cozy Cabin on the Water in Central Maine with WiFi

Knotty but Nice on Webb Pond

Bear Cabin Near Acadia, Downeast Maine, Fishing

Hidden Gem - Cozy and quiet lakefront cottage

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




