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Waterfront vacation rentals in Penobscot Bay

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Penobscot Bay

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Apartment in Searsport

4.82 out of 5 average rating, 293 reviews

Lakefront Vacation Apartment in Searsport ME

All season private top floor apartment. Hammock, loungers, floats. Acadia/State parks close. Canoe, kayaks, hot tub/wood floating dock (seasonal use), fire pit, grill, swim, fish. Modern/Antique furnished: queen bed plus loveseat twin. Massage/lounger. 2nd queen, twin inflatables. Fully equipped kitchen. Families w/kids, business guests welcome. Wifi smart TV. Great hikes, mountain bike rentals close. Snow shoes/sled included, skiing close. Separate entrance/apt above home not full home.

Mar 1 – 8

R1,990 ZAR per night

Guesthouse in South Bristol

4.98 out of 5 average rating, 346 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Jan 7 – 14

R2,933 ZAR per night

Cottage in Glenburn

4.94 out of 5 average rating, 197 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 25% for a week, or 35% 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! :-)

Jan 5 – 12

R3,001 ZAR per night

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life

Mar 29 – Apr 5

R2,674 ZAR per night

Cottage in Deer Isle

4.91 out of 5 average rating, 118 reviews

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to this coastal Maine getaway just steps away from your own private ocean and beach front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tidal pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.

Feb 4 – 11

R3,642 ZAR per night

Guest suite in Brooksville

4.83 out of 5 average rating, 117 reviews

Waterfront at Tapley Farms Apartment, Acadia, Pets

Blue Hill Peninsula, waterfront, cozy, private apartment sleeps two so comfortably. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. An ideal mix of antique charm and complete modern comfort with a private entrance and small yard with a grill. Near Acadia National Park. Dog OK $25 per day

Oct 14 – 21

R3,449 ZAR per night

Guesthouse in Sedgwick

4.96 out of 5 average rating, 235 reviews

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

Apr 8 – 15

R2,645 ZAR per night

Cottage in Deer Isle

4.94 out of 5 average rating, 283 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Oct 27 – Nov 3

R3,802 ZAR per night

Guesthouse in Penobscot

4.99 out of 5 average rating, 168 reviews

Sea Pearl

Take it easy at this unique and tranquil getaway. Newly renovated, this is a perfect spot for your serious fun. Located right on water of the Northern Bay in Penobscot. The Northern Bay is considered the hidden Gem of the bay. This area of the bay is tidal. Come watch the eagles soar over head Just out your door. Kayaking, sailing, hiking, seafood , and lot more! Or just relax in a stunning natural setting. Just a short drive to Acadia National Park, & Bar Harbor.

Sep 7 – 14

R3,584 ZAR per night

Tiny home in Blue Hill

4.84 out of 5 average rating, 132 reviews

Mini Moose Tiny Home

Our Mini Moose sits on our 65 + acres of beautiful Maine woods. Two miles from the center of the coastal village of Blue Hill. Five years of rentals. Fire pit & view of the pond from the deck. 2 paths around 2 ponds, swimming is allowed and a contemplative walking labyrinth. Perfect getaway for a couple or single person to explore the natural beauty of Downeast Maine. Only 45 minute drive to Acadia National Park and close to all that Downeast Maine has to offer.

Aug 27 – Sep 3

R1,860 ZAR per night

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, and swim, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

Dec 10 – 17

R1,558 ZAR per night

Tiny home in Trenton

5.0 out of 5 average rating, 137 reviews

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

Mar 23 – 30

R2,775 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Penobscot Bay waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Sedgwick

4.9 out of 5 average rating, 204 reviews

Private Apartment at Cabin Cove

Aug 8 – 15

R3,266 ZAR per night

Apartment in Damariscotta

4.94 out of 5 average rating, 339 reviews

Cottrill House on Damariscotta River # 1

Jan 21 – 28

R2,008 ZAR per night

Apartment in Boothbay Harbor

4.95 out of 5 average rating, 335 reviews

Deckhouse with Footbridge Views!

Oct 28 – Nov 4

R3,961 ZAR per night

Apartment in Tremont

5.0 out of 5 average rating, 129 reviews

Duck Cove Apartment

Oct 20 – 27

R4,888 ZAR per night

Apartment in Edgecomb

4.86 out of 5 average rating, 424 reviews

Waterfront Condo at the Sheepscot

Jan 14 – 21

R2,165 ZAR per night

Apartment in Richmond

4.92 out of 5 average rating, 120 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

Mar 18 – 25

R2,742 ZAR per night

Apartment in Damariscotta

4.84 out of 5 average rating, 461 reviews

"Ship Shape": waterfront, cozy studio- downtown

Oct 27 – Nov 3

R2,360 ZAR per night

Apartment in Bristol

5.0 out of 5 average rating, 123 reviews

Welcome to "West Winds at Pemaquid"

Feb 28 – Mar 7

R3,899 ZAR per night

Waterfront house rentals

Home in Eastbrook

5.0 out of 5 average rating, 110 reviews

The Maine Getaway - Lakefront with Beach

May 12 – 19

R3,060 ZAR per night

Home in Hancock

4.98 out of 5 average rating, 127 reviews

Water's Edge-Oceanfront with Stellar View

Apr 19 – 26

R6,553 ZAR per night

Home in Hancock

4.95 out of 5 average rating, 164 reviews

Acadia's Cove Cottage - near Bar Harbor

Apr 26 – May 3

R7,105 ZAR per night

Home in Stetson

4.96 out of 5 average rating, 151 reviews

Lakefront Log Cabin on Pleasant Lake

Dec 11 – 18

R5,418 ZAR per night

Home in Stonington

4.9 out of 5 average rating, 126 reviews

Puppa’s View- a private waterfront home

Jan 10 – 17

R5,858 ZAR per night

Home in Liberty

4.94 out of 5 average rating, 152 reviews

The Pearl of Lake Saint George

Dec 30 – Jan 6

R5,102 ZAR per night

Home in Trenton

4.93 out of 5 average rating, 244 reviews

Acadia National Park ocean front & garden cottages

Mar 14 – 21

R9,989 ZAR per night

Home in Surry

4.93 out of 5 average rating, 132 reviews

Gran Den Lakefront Home Near Acadia

Apr 24 – May 1

R6,456 ZAR per night

Waterfront condo rentals

Condo in Southwest Harbor

4.92 out of 5 average rating, 103 reviews

2BR Condo w/ 3 min Walk to Downtown SWH [Low Tide]

Apr 15 – 22

R5,248 ZAR per night

Condo in Orland

4.98 out of 5 average rating, 40 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

Oct 23 – 30

R5,652 ZAR per night

Condo in Rockland

5.0 out of 5 average rating, 3 reviews

Waterfront Home! Rockland Harbor Views. STR23-25

Apr 20 – 27

R11,981 ZAR per night

Condo in Belfast

Harbor View Cottage - Cottage A

Oct 3 – 10

R7,280 ZAR per night

Condo in Edgecomb

4.58 out of 5 average rating, 40 reviews

1BR Waterview | Deck | Partial AC

Oct 19 – 26

R2,369 ZAR per night

Condo in Stonington

4.95 out of 5 average rating, 92 reviews

The American Eagle - Inn on the Harbor

Jan 2 – 9

R5,956 ZAR per night

Condo in Southwest Harbor

4.91 out of 5 average rating, 85 reviews

Marina side Stern condo

May 16 – 23

R6,543 ZAR per night

Condo in Hallowell

4.88 out of 5 average rating, 8 reviews

Hallowell Gem: Steps From Granite City Park & Dtwn

Mar 28 – Apr 4

R3,675 ZAR per night

Destinations to explore