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From $431 per night (USD)
VRBO
Atlantic Edge - Oceanfront with Stunning Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Atlantic Edge Cottage in beautiful East Boothbay Maine! This beautiful 2 bedroom, 1 bath cottage sits directl ...
From $431 per night (USD)
VRBO
From $360 per night (USD)
VRBO
SeaGlass Cottage: Incredible waterfront Retreat!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to SeaGlass Cottage, an absolutely magical waterfront cottage in East Boothbay! SeaGlass is perched right next t ...
From $360 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Mainelandia! Stunning New Waterfont Home on Pleasant Cove!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Mainelandia, a stunning new build nestled on Pleasant Cove. This stylish cottage beautifully blends modern ae ...
From $465 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Owl's Nest by Sea Maine
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to the serene beauty of Owl's Nest by Sea Maine, a charming single-family home nestled along the picturesque King ...
From $483 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Serene 4-bedroom house with WiFi in South Bristol
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Discover this fully furnished 4-bedroom gem in South Bristol with saltwater frontage on Clarks Cove. This beautiful, ful ...
From $316 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Clark’s Cove Retreat on Damariscotta River Lobsters- Sunsets - Deepwater Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our house sits directly on the Damariscotta River and is tucked up in beautiful Clarks Cove . This location has a commer ...
From $294 per night (USD)
VRBO
From $842 per night (USD)
VRBO
SHEEPSCOT LOOKOUT - Town of Westport Island - Sheepscot River
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
THIS PROPERTY ONLY RENTS ON A SATURDAY TO SATURDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED **New for 2025- New Deck and sta ...
From $842 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
Charming Restaurant/Venue in amazing Boothbay Harbor on the water!
Bedrooms:
2
Bathrooms:
1
Sleeps:
1
Your getaway becomes complete when you visit Brady's Restaurant in Boothbay Harbor. This amazing venue is perfect for yo ...
From $1090 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Gordon's Getaway | AMAZING WATER VIEWS
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Waterfront Home on the Sheepscot River – Sunset Views & Modern Comfort! Enjoy the best of coastal Maine in this newly c ...
From $393 per night (USD)
VRBO
Click For Pricing
Expedia
Appalachee Getaway - Pond Access and Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Modern Retreat with Pond Views – Walk to the Beach & Linekin Bay Dock! Relax and recharge at this contemporary coastal ...
Click For Pricing
Expedia
From $383 per night (USD)
VRBO
Hove To - Whole Home - Close to Downtown Boothbay Harbor!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Coastal Retreat with Water Views – Two Apartments in Boothbay Harbor! Enjoy the best of Boothbay Harbor with this charm ...
From $383 per night (USD)
VRBO
From $313 per night (USD)
Expedia
McFarland's Pond Cottage - Waterfront - West Harbor Pond!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Waterfront Cottage on West Harbor Pond – Peaceful Retreat with Dock & Float! Escape to this charming waterfront cottage ...
From $313 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Hove To - Upstairs - Close to Downtown Boothbay Harbor!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Harborview Getaway – Classic Maine Apartment with Wraparound Deck! Perched on the east side of Boothbay Harbor, this se ...
From $231 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Green Pastures - Classic Maine Cottage!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Charming & Classic Maine Cottage Getaway on Sawyer’s Island – Peaceful Retreat Close to Downtown Escape to this quaint, ...
From $226 per night (USD)
Expedia
From $628 per night (USD)
VRBO
Crow's Nest - Oceanfront Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coastal Escape with Panoramic Ocean Views! Welcome to your perfect coastal getaway! Perched right at the mouth of the D ...
From $628 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Lange Cottage - Waterfront Cottage!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lange Cottage – A Peaceful Family Escape on the Maine Coast! Welcome to Lange Cottage, your private coastal retreat ove ...
From $418 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Hove To - Downstairs - Close to Downtown Boothbay Harbor!
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Classic Harborview Apartment – Walk to Downtown Boothbay Harbor! Enjoy a relaxing stay in this first-floor apartment l ...
From $195 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Samoset House - Large Family Cottage - Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Spacious Family Retreat with Stunning Water Views – Sheepscot Bay & River! Bring the whole family to this large, comfo ...
From $506 per night (USD)
Expedia
From $452 per night (USD)
VRBO
White Pines Cottage - Classic Maine Cottage - Waterfront on Linekin Bay!
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Classic 1890s Waterfront Cottage on Linekin Bay Step back in time and soak in the timeless beauty of the Maine coast at ...
From $452 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Whale's Tail by Rocky Coast Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect getaway in Boothbay, Maine—a newly renovated, stunning vacation rental that offers the ideal ble ...
From $454 per night (USD)
Expedia
From $703 per night (USD)
VRBO
Spruce Ledge by Sea Maine
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $703 per night (USD)
VRBO
$WATERFRONT Retreat venue for up to 60 guests!…\nWeddings, Reunions, Meetings!……$
From $2764 per night (USD)
Expedia
WATERFRONT Retreat venue for up to 60 guests!…\nWeddings, Reunions, Meetings!……
Bedrooms:
1
Bathrooms:
1
Sleeps:
12
WESTPORT ISLAND in mid coast Maine! Step back in time …for your small wedding, corporate meeting, retreat or family reu ...
From $2764 per night (USD)
Expedia
From $542 per night (USD)
VRBO
Oceanfront 2Q Rm | Coastal Vibe | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Seabreeze 1 offers serene ocean views and upscale comfort in a split-level layout designed for relaxation. With two quee ...
From $542 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Oceanfront King Rm | Sunset View | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Set along the ocean’s edge, Sunset A delivers timeless Boothbay elegance with panoramic water views. This cottage-style ...
From $578 per night (USD)
Expedia
From $614 per night (USD)
VRBO
King Rm | Fireplace + Water View | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Seabreeze 2 welcomes you with a tranquil, upscale layout that captures Boothbay's nautical charm. From its king bed and ...
From $614 per night (USD)
VRBO
From $625 per night (USD)
Expedia
Queen Suite | Harbor View + Porch | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Windward Suite welcomes you with western-facing harbor views from its enclosed third-floor porch. A queen bedroom and in ...
From $625 per night (USD)
Expedia
From $550 per night (USD)
VRBO
Woodland Cottage | Fireplace | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Step into Little Spruce Cottage, a nostalgic woodland retreat tucked among towering trees. With cathedral ceilings and a ...
From $550 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Ocean Deck Rm | Lighthouse View | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Holland Room 2 honors Spruce Point’s legacy with serene ocean views and timeless style. Featuring two queen beds and a p ...
From $415 per night (USD)
Expedia
From $521 per night (USD)
VRBO
Top Floor Queen Rm | Panorama View |No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sail into panoramic bliss at the Crow’s Nest, perched at the top of the historic Inn. Though intimate in size, its third ...
From $521 per night (USD)
VRBO
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Expedia
3BR Cottage | Near Main Inn | No Hidden Fees
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cardinal Cottage offers a peaceful woodland setting just behind the historic Main Inn. With three cozy bedrooms, 2.5 bat ...
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Expedia
From $780 per night (USD)
VRBO
Cozy Forest Cottage + 2 Porches | No Hidden Fees
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tucked along the woodland edge, Tanager Cottage welcomes families or groups with three bedrooms, 2.5 baths, and charming ...
From $780 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Harborview Suite | Private Deck | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Admiral’s Quarters crowns the historic Main Inn with harbor-facing views and rich maritime character. Anchored by brass ...
From $536 per night (USD)
Expedia
From $1006 per night (USD)
VRBO
Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the Osprey Cottage, perched above the Atlantic with a front-row seat to Boothbay’s coastal charm. With vaulted ...
From $1006 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Cozy Forest Cottage | Stone FP | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Set in a peaceful woodland corner, the Oriole Suite welcomes you with pine-paneled walls, a vaulted ceiling, and cozy st ...
From $508 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Classic 2Q Rm | Bright Charm | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Named for the visionary who helped shape Spruce Point's golden years, Harold Room 8 offers vintage Maine charm and sunli ...
From $387 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Coastal King | Ocean Deck | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A favorite since the 1950s, the Druce Room pairs nostalgic elegance with sweeping sea views from its second-floor perch. ...
From $555 per night (USD)
Expedia
From $566 per night (USD)
VRBO
Seaside King Cotg | Split Lvl | No Hidden Fees
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tucked between iconic coastal cottages, Sunset B presents a luxurious waterfront stay with sweeping ocean views. This re ...
From $566 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Boothbay Birch Cottage, close to Coastal Maine Botanical Gardens
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunny Cape Retreat Near Boothbay Harbor & Coastal Botanical Gardens This charming, sun-drenched 3-bedroom, 2-bathroom C ...
From $299 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Charming Seaglass House/4-bedrooms/Boothbay Harbor/Close to Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Seaglass House - Boothbay Harbor, ME Nooks & crannies abound! Charming, historic, 4-bedroom gem in Boothbay Harbor. Cl ...
From $427 per night (USD)
VRBO
From $177 per night (USD)
VRBO
The Puffin's Nest: Cozy 1-Bedroom Cottage in BBH
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relax and unwind in the Puffin's Nest cottage, a 1-bedroom Boothbay Harbor retreat. This beautiful cottage features a qu ...
From $177 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Harbor Hideaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Harbor Hideaway house. This property features 2 bedrooms and 1 bath, located in a quiet neighborhood in Booth ...
From $352 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Charming New Home with Hot Tub, Spacious Deck, Gas Grill, WiFi, and Washer/Dryer
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spruce Shores Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $299 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Celestial Compass | 2 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
THIS HOME RENTS WITH A 4-NIGHT MINIMUM. WEEKLY SPECIALS AVAILABLE! Celestial Compass: Your Oceanview Escape Awaits Unwi ...
From $404 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stay comfortably in Boothbay Harbor at this 3-bedroom house. This fabulous property boasts 1 king bed, 4 queen beds, and ...
From $349 per night (USD)
Expedia
From $797 per night (USD)
VRBO
Charming Victorian Estate with AC, WiFi with water views in East Boothbay
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
The Ship Captain's Estate was built in 1865 in the growing agricultural and ship-building village of East Boothbay, Mai ...
From $797 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this newly renovated wooden cabin in the heart of Boothbay, Maine. Tucked in a peaceful, motel-style setting s ...
From $230 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Renovated The Driftwood Cabin at White Anchor Inn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly Renovated Cabin in the Heart of Boothbay – Peaceful Forest Hideaway Step into your own quiet retreat in the center ...
From $218 per night (USD)
VRBO
Click For Pricing
VRBO
Walk to Barrett's Park: Wooded Cabin w/ Grill!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
2 Mi to Cap'n Fish's Whale Watch | Cozy Wood-Burning Fireplace Craving an escape where water adventures meet laid-back ...
Click For Pricing
VRBO
From $519 per night (USD)
VRBO
Boat Nearby: Barters Island Home w/ Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 Mi to Boothbay Harbor | Pets Welcome w/ Fee Explore the enchantment of Midcoast Maine from this 3-bedroom, 2-bath Tre ...
From $519 per night (USD)
VRBO

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Results: 349 Rentals