Sit on the deck, feel the breeze and enjoy the view over the Little River.  From your leafy vantage point, you can revel in your privacy,

This cottage is located in a lovely setting with woods wrapped around on three sides and a water view. You can see the setting sun over Glen Cove and Little River from the second-floor deck. This two-bedroom cottage has an open kitchen, dining and living area, two bedrooms (queen and full beds) , and a bath on the second floor.  The kitchen is fully stocked with everything you need to prepare delicious meals including a drip coffee maker, pots, pans, dishes and all utensils. A cozy gas fireplace in the corner flips on with the convenience of a switch. 
What’s included?
Each home comes with full linens and one set of towels per guest. So, if the home accommodates 6 people, you'll find 6 sets of towels waiting for you.
Feel free to use the washer and dryer on-site to freshen them up anytime. 
Further, Coastal Maine Vacations has you covered with a handy starter kit. We provide an initial supply of shampoo, conditioner, paper towels, dishwasher detergent, soaps, trash bags, and more. While it's not meant to last your entire stay, it's perfect to get you through your first night or two and help you settle in comfortably.
 There is a spacious walkout deck just off the dining area on the second floor with room for grilling, dining, and relaxing.   It is a great spot for reading, napping, or listening to nature -- the wind in the trees, birds, and abundant wildlife. 
Back inside, an interior spiral staircase takes you to a great room downstairs with a second bathroom, brand new Full sized sleeper sofa and a grade-level walk-out.
From the cottage, you have access to a two-mile loop that takes you out to the open ocean where you can see Cuckold lighthouse, Damariscove, and Ram Islands as well as the Damariscotta River.  Take a left from the cottage for your short evening walk and follow the road bordering the river to where it meets the wild, crashing sea.  Take a deep breath and smell the piney woods mingling with the salty air.  Yes, this is why you came here.

THE NEIGHBORHOOD - A birdwatcher's paradise, the best neighborhood for any nature lover.  Follow the Land Trust trail and walk to East Boothbay General Store, or go the other way and walk all the way into town.

The perfect neighborhood for kayaking or canoeing. Glen Cove is full of nooks and crannies and hidden coves, teeming with wildlife including seals and puffins. Glide over a shipwreck or enjoy a guided tour of the local wildlife and the harbor, or let the day unwind and enjoy the rich vibrant colors of a Maine sunset.  

Coastal Maine Vacations requires a Safety background check and a rental contract to be signed at the time of booking.  If you would like to see a copy in advance please contact us.

A small boat in a body of water at The Smuggler's Retreat.

The Smuggler's Retreat

Enjoy the quintessential Maine getaway when you stay at this vacation rental cottage in East Boothbay! The home has 1 bedroom, 1 bathroom, and a sleeper sofa and futon for additional sleeping. Exposed beams, charming decor, and a deck overlooking a vibrant backyard all make it easy to have an unforgettable time. Spend a day sampling fresh seafood from the wharf, passing over the Boothbay Harbor Footbridge, browsing the unique art galleries, and admiring the beautiful water views!

-- THE PROPERTY --

Furnished Deck | Free WiFi | Washer/Dryer

Fully furnished and boasting nautical decor, this East Boothbay cottage promises everything you and your favorite travel companion need for an ideal Maine vacation! 

Bedroom: Queen Bed | Living Room: Sleeper Sofa | Sunroom: Futon

KITCHEN: Fully equipped, Keurig w/ K cups, dining table, cooking basics, dishware, flatware 
INDOOR LIVING: Amazon Alexa, 2 flat-screen Smart TVs, mudroom, shower/tub combo, books, board games, playing cards  
OUTDOOR LIVING: Deck, gas grill, new patio furniture, Adirondack chairs, landscaped yard  
GENERAL: Wall-unit A/C, linens/towels, paper products, hairdryer, ice chest, fold-up beach chairs, beach towels
FAQ: Exterior staircase
ACCESSIBILITY: Stairs required for access
PARKING: Gravel driveway (4 vehicles)

-- THE LOCATION --

OUTDOOR RECREATION: Ocean Point Walk & public dock & boat launch (1.5 miles), Ocean Point Preserve (1.0 mile), Linekin and Burley Preserves (0.7 miles) 
ATTRACTIONS: Coastal Maine Botanical Gardens (7.4 miles), Boothbay Railway Village (7.7 miles), Boothbay Harbor Footbridge (5.2 miles), Wilson Memorial Chapel (1.8 miles), Boothbay Region YMCA (4.9 miles), Harbor Theater (4.4 miles)  
DINING: Carriage House (1.2 miles), Lobsterman's Wharf (2 miles), Boothbay Lobster Wharf (5.2 miles), Shannon's Unshelled (5.2 miles) 
AIRPORT: Portland International Jetport (64.6 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: the property requires stairs to access
- NOTE: This property may not be suitable for young children due to the exterior staircase required to access the home



A living room filled with furniture and a large window at Charming East Boothbay Cottage w/ Large Yard!.

Charming East Boothbay Cottage w/ Large Yard!

4 Mi to Boothbay Harbor | Pets Welcome w/ Fee

Explore the enchantment of Midcoast Maine from this 3-bedroom, 2-bath Trevett vacation rental on over 1.5 acres! Spend your days kayaking among scenic islands, spotting seals and seabirds, or discovering the beauty of Porter Preserve and the Coastal Maine Botanical Gardens. After epic adventure, return to relax on the spacious deck overlooking the water as eagles soar overhead — or stroll to the Barters Island Store for fresh lobster rolls!

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed
- Bedroom 2: 1 king bed
- Bedroom 3: 1 queen bed

MAIN FEATURES
- Furnished deck w/ water views
- Smart TV w/ cable, books
- Dining table
- Private yard (unfenced)
- Fireplace (decorative only)

KITCHEN 
- Stove/oven, refrigerator, dishwasher
- Microwave, toaster, blender
- Drip coffee maker (coffee & sugar provided)
- Ice maker, cooking basics, spices
- Dishware/flatware
- Trash bags & paper towels

GENERAL 
- Free WiFi (laptop friendly)
- Washer & dryer (detergent provided)
- Central heating, window A/C unit, ceiling fans
- Linens/towels, hair dryer
- Keyless entry
- New mattresses & blackout curtains

FAQ
- Pet fee (paid pre-trip) 

ACCESSIBILITY
- 2-story home, stairs to enter
- 1 bedroom & full bathroom on 1st floor

PARKING
- Driveway (4 vehicles)

-- THE LOCATION --

- Quiet neighborhood near Boothbay attractions & stores
- Walk to public boat launch
- 5 miles to Boothbay Railway Village Museum & Barrett's Park
- 6 miles to Burnt Island Lighthouse & Maine State Aquarium
- 7 miles to Hendrick's Head Beach
- 29 miles to Pemaquid Beach
- 62 miles to Portland Int'l Jetport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes, 1 pet) 
- No outdoor fires
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This 2-story home requires stairs to enter; there is a bedroom and a full bathroom on the 1st floor
- The fireplace is decorative only and not for guest use



Boat Nearby: Barters Island Home w/ Views

Hiking Trails On-Site | < 2 Mi to Ocean Point | 6 Mi to Boothbay Harbor

Sheltered coves, historic lighthouses, and Maine beaches are just a click away! This 2-bed, 1-bath vacation rental is your gateway to the charm of Ocean Point — where generations have gathered by the sea. Explore the nearby tide pools and trails or cruise the scenic coastline on a local ferry, then return to the guest apartment to enjoy fresh seafood and good company. Now is the perfect time to make lifelong memories!

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 queen bed
- Bedroom 2: 1 queen bed

OUTDOOR LIVING
- Private deck, outdoor dining table w/ umbrella
- Yard, hiking trails nearby
- Charcoal grill

INDOOR LIVING
- Smart TV w/ cable & streaming capabilities
- Board games, books
- Laptop-friendly workspace
- Walk-in closet

KITCHEN
- All major appliances, including dishwasher
- Drip coffee maker (starter coffee provided), toaster, ice maker
- Cooking basics, spices, trash bags/paper towels, dishware & flatware
- Dining table

GENERAL
- Central heating & A/C, free WiFi (7-1 G Spectrum cable)
- Washer/dryer, laundry detergent, iron/board
- Linens/towels, complimentary toiletries, hair dryer

FAQ
- Homeowner on-site
- 4 exterior security cameras (facing out)

ACCESSIBILITY
- 2-story guest apartment
- 3 exterior steps to enter
- Interior staircase to enter main floor

PARKING
- Shared driveway (2 vehicles)

-- THE LOCATION --

- Located in Ocean Point Colony on a quiet private road 
- 1 mile to Ocean Point Walk & Ocean Point Preserve
- 2 miles to Grimes Cove
- 6 miles to Boothbay Harbor (boat ramp available) 
- 9 miles to Coastal Maine Botanical Gardens
- 9 miles to Boothbay Railway Village Museum
- 66 miles to Portland International Jetport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 18 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION:
- This 2-story guest apartment requires 3 exterior steps to enter and interior stairs to access the 2nd floor, where the main living areas are located
- The homeowner lives on-site, in a completely separate unit, and may be present during your stay
- Your safety matters. This property features 4 exterior security cameras. Camera 1 is a Ring doorbell device on the guest's front door facing the entryway. Camera 2 is a Ring doorbell device on the owner's front door facing the entryway. Cameras 3 and 4 are on the home's upper level corner facing the property's front area. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion



2 Mi to Grimes Cove! 2-Story Unit on 3 Acres

Book your next Northeastern getaway at this 1-bath Boothbay vacation rental studio! Spend your mornings sipping coffee on the balcony or patio, relishing the peaceful, tree-lined surroundings. When you're ready to venture out, explore nearby parks and preserves, visit the Coastal Maine Botanical Gardens, or embark on a journey with Cap'n Fish's Whale Watch. For the history fanatics, don't forget to tour the Boothbay Railway Village Museum on your way home! The Pine Tree State awaits.

-- THE PROPERTY --

Free WiFi | Washer/Dryer | Furnished Balcony | Picnic Table w/ Umbrella

Studio: Queen Bed, Twin Bed | Additional Sleeping: Pack n' Play, Crib

MAIN FEATURES: Smart TV, dining table, ceiling fans, furnished patio, swing set, garden, private yard
KITCHENETTE: Refrigerator, stove/oven, hot plate, dishwasher, dishware/flatware, cooking basics, spices, Keurig coffee maker (coffee & sugar provided), blender, air fryer, microwave, toaster, toaster oven, high chair
GENERAL: Window A/C unit, central heating, linens/towels, iron/board, trash bags, paper towels, hair dryer, complimentary toiletries, baby gate (available upon request)
FAQ: Quiet hours (11:00 PM-7:00 AM), homeowner on-site (next door), additional vacation rental on-site, 4WD required in winter
ACCESSIBILITY: 2-story studio, 1 step to enter, 1st-floor twin bed
PARKING: Driveway (1 vehicle)

-- THE LOCATION --

SCENIC HIKES & PARKS: Penny Lake Preserve (4 miles), Ovens Mouth Preserves (4 miles), Pine Tree Preserve (5 miles), Barrett Park (5 miles), Gregory Hiking Trail (6 miles), Porter Preserve (6 miles), Ocean Point Preserve (9 miles), LaVerna Preserve (23 miles), Reid State Park (30 miles)
NEARBY ATTRACTIONS: Boothbay Railway Village Museum (0.7 miles), Schooner Lazy Jack Cruises (5 miles), Boothbay Harbor Footbridge (5 miles), Cap'n Fish's Whale Watch (5 miles), Coastal Maine Botanical Gardens (5 miles), Maine State Aquarium (6 miles), Catch22 Sport Fishing (8 miles), Pemaquid Point Lighthouse (26 miles)
NEARBY TOWNS & DAY TRIPS: Wiscasset (8 miles), Damariscotta (11 miles), Bath (18 miles), Portland (52 miles), Acadia National Park (107 miles), Bar Harbor (112 miles)
AIRPORT: Portland International Jetport (55 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Please observe quiet hours from 11:00 PM to 7:00 AM
- NOTE: The homeowner lives on-site, in the house next door and may be present during your stay
- NOTE: There is another vacation rental located on-site; other travelers may be present during your stay
- NOTE: Four-wheel drive or all-wheel drive is necessary in the winter months to access the property
- NOTE: This 2-story studio requires 1 step to enter; while the twin bed is located on the 1st floor, the kitchen, dining area, remaining queen bed, and full bathroom are located on the 2nd floor and require additional interior stairs to access



A tree in a grassy yard at Cozy Boothbay Studio w/ Patio ~ 5 Mi to Harbor!.

Cozy Boothbay Studio w/ Patio ~ 5 Mi to Harbor!

Pets Welcome w/ Fee | Cookout Ready | Near Public Kayak & Canoe Launches

Nestled between Damariscotta River and Linekin Bay, this bright 3-bedroom, 2-bathroom home is perfect for rejuvenating waterfront adventures! Walk to the marina or take a short drive to the scenic Ocean Point Walk. Back at the vacation rental, unwind in the cozy living area or soak in stunning views of the Damariscotta River from the front porch. Your leisurely East Boothbay stay awaits!

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed 
- Bedroom 2: 1 queen bed
- Bedroom 3: 1 queen bed, 1 lofted twin XL bed

OUTDOOR LIVING 
- Deck, outdoor dining table, rocking chairs, water views
- Gas grill (seasonal)
- Front porch

INDOOR LIVING 
- 4 Smart TVs
- Board games, books
- Kitchenette w/ microwave, refrigerator, sink
- Dining table, breakfast bar
- Chandeliers

MAIN KITCHEN
- Stove/oven, refrigerator, microwave
- Keurig coffee maker, toaster
- Dishware/flatware, cooking basics
- Trash bags/paper towels

GENERAL  
- Free WiFi 
- Mini-split air conditioning/heat
- Linens/towels, hair dryer
- Washer/dryer, iron/board
- Keyless entry

FAQ
- Homeowner on-site (backyard cabin)
- Pet fee (paid pre-trip)

ACCESSIBILITY
- 2-story home, step to enter 
- Bedroom & full bathroom on 1st floor
- Main living room & kitchen on 2nd floor

PARKING
- Driveway (3 vehicles)
- Street parking

-- THE LOCATION --

- Walk to general store
- 4 miles to Ocean Point Walk
- 20 miles to Pemaquid Point Lighthouse
- 6 miles to Boothbay Railway Village Museum
- 63 miles to Portland Int'l Jetport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome--because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This 2-story home requires a step to enter. The main living room and kitchen are located on the 2nd floor
- A bedroom with a kitchenette and en-suite bathroom is located on the 1st floor and requires an exterior door to access
- The homeowner may be on-site in a separate cabin located in the backyard, with the entrance facing away from the main property
- The gas grill is available in the summer months



Deck w/ Water Views: Quiet East Boothbay Retreat!

Private Fire Pit | Walk to East Boothbay General Store | 1/2 Mi to Linekin Bay Boat Launch

Nestled in the charming town of East Boothbay, this 2-bedroom, 2-bath vacation rental invites you to explore the best of Maine's coastline with ease. This unique home features colorful interior decoration, a deck with ample outdoor lounge space, and a central location surrounded by historic landmarks, waterfront activities, and fun-filled attractions. An unforgettable adventure awaits!

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 queen bed
- Bedroom 2: 2 twin beds

OUTDOOR LIVING
- Elevated deck, dining space, lounge area
- Gas grill
- Spacious yard area, fire pit

KITCHEN
- Refrigerator, stove/oven
- Drip coffee maker, blender, toaster, microwave
- Cooking basics, sugar, spices, oils
- Dishware/flatware, paper towels/trash bags

INDOOR LIVING
- Flat-screen TV
- Bar-top seating area, office space
- Addt'l lofted living area
- Open floor plan, skylights

GENERAL
- Free WiFi
- Window A/C units, oil heating system
- Washer & dryer, linens & towels
- Starter complimentary toiletries, hair dryer
- Keyless entry

FAQ:
- Steep floating staircase

ACCESSIBILITY
- Stairs required to access, 3-story property, bedrooms on 1st floor, kitchen on 2nd floor

PARKING
- Driveway (3 vehicles)

-- THE LOCATION --

- 0.5 miles to Linekin Bay Boat Launch
- 3 miles to Ocean Point Beach
- 3 miles to Boothbay Harbor: restaurants, shops, boat tours, fishing charters
- 45 miles to Knox County Regional Airport & 63 miles to Portland International Jetport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This 3-story property requires exterior stairs to access. Although both bedrooms are located on the 1st floor, an interior staircase is required to access the kitchen and main living area on the 2nd floor. An additional steep floating staircase is required to access the loft on the 3rd floor
- Due to the floating staircase, this property may not be suitable for young children



A house with trees in the background at 3 Mi to Boothbay Harbor: Coastal Colorful Home!.

Boothbay Vacation Rentals

No Service Fees

Professional Hosts

Trending stays in Boothbay, ME, USA