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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.

Oct 25 – Nov 1

G$23,749 GYD per night

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 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)

Nov 19 – 26

G$32,330 GYD per night

Cottage in Glenburn

4.94 out of 5 average rating, 196 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! :-)

Apr 11 – 18

G$32,484 GYD per night

Loft in West Gardiner

4.98 out of 5 average rating, 113 reviews

Cozy, Efficiency Apartment with Hot Tub

Keep it simple at this peaceful, centrally-located efficiency apartment. 15 minutes to Gardiner and Augusta, 15 minutes to I95/295. Less than one hour from Portland. Walk along the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to paddle in a kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and pay or twin air mattress. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

Apr 2 – 9

G$24,919 GYD 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

Sep 27 – Oct 4

G$29,526 GYD 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 26 – Nov 2

G$34,264 GYD 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 3 – 10

G$29,174 GYD 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 25 – Nov 1

G$43,652 GYD per night

Guesthouse in Penobscot

4.99 out of 5 average rating, 167 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.

Oct 15 – 22

G$39,538 GYD 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 28 – Sep 4

G$20,503 GYD 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

G$17,178 GYD 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.

Feb 19 – 26

G$30,607 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

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, 203 reviews

Private Apartment at Cabin Cove

Sep 14 – 21

G$36,020 GYD per night

Apartment in Damariscotta

4.94 out of 5 average rating, 339 reviews

Cottrill House on Damariscotta River # 1

Apr 17 – 24

G$22,140 GYD per night

Apartment in Boothbay Harbor

4.95 out of 5 average rating, 334 reviews

Deckhouse with Footbridge Views!

Oct 15 – 22

G$43,694 GYD per night

Apartment in Tremont

5.0 out of 5 average rating, 129 reviews

Duck Cove Apartment

Oct 27 – Nov 3

G$53,925 GYD per night

Apartment in Edgecomb

4.86 out of 5 average rating, 422 reviews

Waterfront Condo at the Sheepscot

Feb 18 – 25

G$23,866 GYD per night

Apartment in Richmond

4.92 out of 5 average rating, 120 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

Apr 1 – 8

G$30,221 GYD per night

Apartment in Damariscotta

4.84 out of 5 average rating, 461 reviews

"Ship Shape": waterfront, cozy studio- downtown

Nov 20 – 27

G$26,042 GYD per night

Apartment in Brunswick

4.98 out of 5 average rating, 142 reviews

Garden view near Bowdoin College

Dec 28 – Jan 4

G$34,068 GYD per night

Waterfront house rentals

Home in Hancock

4.98 out of 5 average rating, 126 reviews

Water's Edge-Oceanfront with Stellar View

Feb 5 – 12

G$60,315 GYD per night

Home in Hancock

4.94 out of 5 average rating, 162 reviews

Acadia's Cove Cottage - near Bar Harbor

Oct 23 – 30

G$60,421 GYD per night

Home in Liberty

4.94 out of 5 average rating, 152 reviews

The Pearl of Lake Saint George

Feb 5 – 12

G$56,263 GYD per night

Home in Stetson

4.96 out of 5 average rating, 151 reviews

Lakefront Log Cabin on Pleasant Lake

Jan 9 – 16

G$76,416 GYD per night

Home in Stonington

4.9 out of 5 average rating, 126 reviews

Puppa’s View- a private waterfront home

Dec 20 – 27

G$64,578 GYD per night

Home in Eastbrook

5.0 out of 5 average rating, 109 reviews

The Maine Getaway - Lakefront with Beach

Sep 8 – 15

G$54,136 GYD per night

Home in Trenton

4.93 out of 5 average rating, 242 reviews

Acadia National Park ocean front & garden cottages

Jan 1 – 8

G$115,563 GYD per night

Home in Ellsworth

4.99 out of 5 average rating, 107 reviews

Green's Landing on Branch Lake

Nov 7 – 14

G$111,999 GYD per night

Waterfront condo rentals

Condo in Southwest Harbor

4.92 out of 5 average rating, 102 reviews

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

Apr 8 – 15

G$51,144 GYD per night

Condo in Orland

4.98 out of 5 average rating, 40 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

Oct 24 – 31

G$62,324 GYD per night

Condo in Rockland

5.0 out of 5 average rating, 3 reviews

Waterfront Home! Rockland Harbor Views. STR23-25

Apr 19 – 26

G$131,906 GYD per night

Condo in Belfast

Harbor View Cottage - Cottage A

Jun 29 – Jul 6

G$48,375 GYD per night

Condo in Stonington

4.95 out of 5 average rating, 91 reviews

The American Eagle - Inn on the Harbor

Dec 5 – 12

G$67,002 GYD per night

Condo in Edgecomb

4.59 out of 5 average rating, 39 reviews

1BR Waterview | Deck | Partial AC

Apr 14 – 21

G$39,866 GYD per night

Condo in Southwest Harbor

5.0 out of 5 average rating, 9 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

Oct 12 – 19

G$72,463 GYD per night

Condo in Southwest Harbor

4.91 out of 5 average rating, 85 reviews

Marina side Stern condo

Aug 23 – 30

G$74,631 GYD per night

Destinations to explore