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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 580 Vacation Homes in Waldoboro with updated reviews, rates, and availability.

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
Fridge, microwave, oven, stovetop

Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

9.2 out of 10, Wonderful, (15)
"This home is a gem. We had a great time! The view from the kitchen window is just beautiful. "
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
2 Bedroom Close to Town Home
TV

2 Bedroom Close to Town Home

9.2 out of 10, Wonderful, (27)
"Very clean and nice property as advertised."
The price is AED 422
AED 961 total
includes taxes & fees
1 Jun - 2 Jun
2 Bedroom Close to Town Home
Oceanfront home on 6 acres with multi-level deck & spectacular view
Interior

Oceanfront home on 6 acres with multi-level deck & spectacular view

10.0 out of 10, Exceptional, (16)
"Amazing cozy cottage with a breath taking view!"
Oceanfront home on 6 acres with multi-level deck & spectacular view
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Fridge, microwave, oven, stovetop

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Perfect spot in Boothbay Harbor… house has everything you need…"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Elegant home right in town with gorgeous water view, deck & interior
TV, fireplace

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Lovely view and attention to so many details for a comfortable stay and night's rest!"
Elegant home right in town with gorgeous water view, deck & interior
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun loungers

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

9.8 out of 10, Exceptional, (108)
"A little out of town in a cove overlooking the ocean. Nice place to relax on the patio and a little walk down to the private beach. Rockland is a nice town - plenty of places to stroll and places to eat - a good place as a base for our trip. "
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Lake

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

9.8 out of 10, Exceptional, (121)
"Quiet location, nice walk to the pond! Would stay again."
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Home In Boothbay - Holiday Getaway
Dining

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"We used this cozy home as our home base while we were visiting the sights at Boothbay Harbor."
Home In Boothbay - Holiday Getaway
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Miscellaneous

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

10.0 out of 10, Exceptional, (1)
"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."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Smart TV, books

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
In-town, coastal + relaxing in Rockland
Beach/ocean view

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (23)
"The unit was impeccable as was the location: just 100 yards from Rockland Harbor and the harbor view walk. The hose was immaculate and the kitchen had everything you need to cook in. We are in our early 70s and would highly recommend a stay here. We met the owners, Jim and Wayne, who were delightful "
The price is AED 771
AED 1,874 total
includes taxes & fees
6 May - 7 May
In-town, coastal + relaxing in Rockland
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Interior

Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.

10.0 out of 10, Exceptional, (84)
"What a fantastic property. It was exactly the peaceful seclusion we were looking for. Place was spotless and massive. Best way to ring in the New Year, cooking together, playing board games, laughter and cheer. Hoping we can come back with a larger group so they can experience the fantastic space, too."
Spring & Summer availability!! Private Coastal Log Cabin, view of Maine Coast.
Lovely Waterfront Owls Head Home w/ Own Beach
Interior

Lovely Waterfront Owls Head Home w/ Own Beach

10.0 out of 10, Exceptional, (50)
"This house was comfortable and had an amazing view. The location was perfect!"
Lovely Waterfront Owls Head Home w/ Own Beach
Private and Calming Waterfront to the Rescue!
Property grounds

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (77)
"This is a very nice home and was clean upon arrival. Very responsive owner as well."
Private and Calming Waterfront to the Rescue!
Historical New England home with outdoor shower - near downtown
Dining

Historical New England home with outdoor shower - near downtown

9.2 out of 10, Wonderful, (32)
"We came up to celebrate my dads birthday with my family and it was perfect."
Historical New England home with outdoor shower - near downtown
Coastal bungalow with large yard, beautiful kitchen, & great location
Fridge, microwave, oven, stovetop

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (30)
"Nice and quiet - Close to everything !! Thoughtfully decorated and had everything we needed for Steak and lobster dinners .. very comfortable."
Coastal bungalow with large yard, beautiful kitchen, & great location
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Fridge, microwave, oven, stovetop

Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities

10.0 out of 10, Exceptional, (14)
"A lovely secluded quaint getaway. A short drive into town and a comfortable stay. We even had deer having breakfast out our bedroom window one morning what fun."
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Cozy cottage in woodland setting near to hiking biking and lakes
Exterior detail

Cozy cottage in woodland setting near to hiking biking and lakes

10.0 out of 10, Exceptional, (5)
"Beautiful home. We slept great in the super comfy beds and peaceful setting. We settled in and wish we could stay for another week. Conveniently located near hiking and town. A perfect stay, we’ll be back!"
Cozy cottage in woodland setting near to hiking biking and lakes
Idyllic Washington Retreat w/ Fire Pit & Yard
TV, fireplace

Idyllic Washington Retreat w/ Fire Pit & Yard

9.2 out of 10, Wonderful, (12)
"We stayed here because it was outside of Augusta and centered between the coast line, Moosehead Lake, and the scenic NatIonal Park."
Idyllic Washington Retreat w/ Fire Pit & Yard
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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Other property types in Waldoboro

Trade Winds on the Bay
Reception

Trade Winds on the Bay

4.0 star property
8.2 out of 10, Very Good, (209)
"We stay here often, it’s beautiful staff is great, Pool is great! "
The price is AED 427
AED 465 total
includes taxes & fees
11 May - 12 May
Trade Winds on the Bay
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
Interior

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Wonderful place to stay. Plenty of room. Right next to the water. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
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.