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Browse Select Yellow Head Vacation Homes

Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

10.0 out of 10, Exceptional, (1)
"The restaurant at the property is amazing. Loved our bartender and our waitress Emma was amazing. She went above and beyond to make our evening unforgettable. We will definitely be back My only complaint is when booking it looks like you are getting a small cabin. But they are actually normal hotel rooms. "
The price is CA $320
CA $424 total
includes taxes & fees
Sep 7 - Sep 8
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

The price is CA $180
CA $276 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy 2-bedroom camper close to boothbay

The price is CA $144
CA $224 total
includes taxes & fees
Aug 24 - Aug 25
Cozy 2-bedroom camper close to boothbay

The Entire Waldoboro Inn

The Entire Waldoboro Inn

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is CA $124
CA $226 total
includes taxes & fees
Aug 24 - Aug 25
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (7)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
The price is CA $744
CA $1,268 total
includes taxes & fees
Sep 9 - Sep 10
Laughton House @ Pemaquid Beach

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (25)
"Perfect base for exploring the mid-coast region. "
The price is CA $441
CA $891 total
includes taxes & fees
Aug 30 - Aug 31
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

THE NOOK Apartment

THE NOOK Apartment

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (5)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
The price is CA $555
CA $951 total
includes taxes & fees
Aug 23 - Aug 24
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (7)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is CA $131
CA $233 total
includes taxes & fees
Aug 25 - Aug 26
Captain's Quarters 1BR Apartment. Walk to everything.

New! Pemaquid Escape | Curated Comfort + Hot Tub

10.0 out of 10, Exceptional, (1)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
The price is CA $668
CA $1,262 total
includes taxes & fees
Aug 25 - Aug 26
New! Pemaquid Escape | Curated Comfort + Hot Tub

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (22)
"Loved how walkable this property is! "
The price is CA $207
CA $429 total
includes taxes & fees
Sep 7 - Sep 8
Downtown Boothbay Harbor, 2-Story Cottage

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (64)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
The price is CA $240
CA $594 total
includes taxes & fees
Sep 15 - Sep 16
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

2.5 star property
9.0 out of 10, Wonderful, (4)
"Jersey the owner of the inn makes you fell right at home."
The price is CA $359
CA $467 total
includes taxes & fees
Aug 25 - Aug 26
Greenleaf Inn 5 - Alyson's Room - Main House King, Ocean views, Large Bath!

Boothbay Harbors Ocean View Garden Suite! Admiral's Quarters Room 9 - Jersey's Favorite Room!

10.0 out of 10, Exceptional, (2)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is CA $367
CA $476 total
includes taxes & fees
Aug 24 - Aug 25
Boothbay Harbors Ocean View Garden Suite! Admiral's Quarters Room 9 - Jersey's Favorite Room!

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
The price is CA $460
CA $624 total
includes taxes & fees
Aug 24 - Aug 25
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (5)
"Our flight was delayed so we only got to enjoy this place from a quick nights sleep and morning breakfast, but we can't wait to go back. The view is so beaytiful, the host was very helpful given our late checkin, and gave us great recommendations for breakfast. Very friendly and everything you need to relax amongst the beauty of Maine."
The price is CA $419
CA $545 total
includes taxes & fees
Aug 24 - Aug 25
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Private Room with King Bed for Coastal Getaways | Dog-Friendly | Oceanside

The price is CA $305
CA $404 total
includes taxes & fees
Sep 7 - Sep 8
Private Room with King Bed for Coastal Getaways | Dog-Friendly | Oceanside

Bluebird Ocean Point Inn | Double Queen | with Private Beach Access

The price is CA $292
CA $389 total
includes taxes & fees
Sep 2 - Sep 3
Bluebird Ocean Point Inn | Double Queen | with Private Beach Access

Award Winning Luxury Carriage House a short stroll from town!

2.0 star property
10.0 out of 10, Exceptional, (8)
"Amazing location and beautiful little property. Everything was immaculate and welcoming, and we felt so taken care of, down to the small touches like just the coffee we like! Communication was great and timely, too. We'll definitely be back next time we are in Maine!"
The price is CA $587
CA $894 total
includes taxes & fees
Aug 24 - Aug 25
Award Winning Luxury Carriage House a short stroll from town!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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