Holiday Homes in Waldoboro

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Featured Holiday Homes in Waldoboro

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!

9.8 out of 10, Exceptional, (8)
"Convenient location close to the ocean and to Camden. This house was gorgeous and had everything we needed. The sunrise views were amazing!"
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
Exterior

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

10.0 out of 10, Exceptional, (70)
"Jaymes house had everything we could’ve need for our stay in boothbay. Well equipped for travelers most towels and bedding in the house appear to be new. Very responsive and accommodating house, perfect size for 2-3 couples to enjoy a weekend close to the harbor. "
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Fridge, microwave, oven, stovetop

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
2 bedrooms, desk, iron/ironing board, free WiFi

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

10.0 out of 10, Exceptional, (90)
"Beautiful location, really enjoyed the stay. The stairs are a challenge especially with no landing at the top. Didn't receive any notification about check-in and I got no answer when I called but when I checked the door was unlocked and keys were on the table. Everything was very clean and the kitchen was well equipped. "
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Interior

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (68)
"I enjoyed my stay over Thanksgiving weekend at Martha's New Harbor, Maine home. It's charming with lots of attractive features. My favorite was the fireplace in the living room which I used all three nights. Thanks, Keith"
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
2 Bedroom Close to Town Home
TV

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AU$404
includes taxes & fees
6 Jan - 7 Jan
2 Bedroom Close to Town Home
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Fridge, microwave, oven, stovetop

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

5.6 out of 10, (5)
"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!
Smart TV, fireplace, books, printers

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

9.6 out of 10, Exceptional, (9)
"Nice stay in midcoast Maine"
Gorgeous new mid-coast listing! Large, family friendly home, perfect location!
The RiverView
Fridge, microwave, oven, stovetop

The RiverView

9.2 out of 10, Wonderful, (12)
"The house was very clean, comfortable and quiet. We had everything we needed for a great getaway. The location was perfect for everything we wanted to do - would highly recommend!"
The price is AU$495
includes taxes & fees
6 Jan - 7 Jan
The RiverView
Breathtaking views, total relaxation, do as much or as little as you choose

Breathtaking views, total relaxation, do as much or as little as you choose

9.8 out of 10, Exceptional, (82)
"My wife and I enjoyed our stay in Owls Head. It was perfect for us. Hiking trails nearby and good seafood not far away"
Breathtaking views, total relaxation, do as much or as little as you choose
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
Marina

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

9.0 out of 10, Wonderful, (73)
"It was so nice to be next door to family to celebrate our uncle’s 90th birthday. We enjoyed staying in a house with a lot of history. "
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (20)
"We usually rent right near our relatives closer to Newcastle, but there was a problem with heat in property so we needed a new rental to move into and “Otterly getaway” was willing to rent to us the day before they technically were available which was good for us. The kitchen of the getaway is just perfect for cooking side dishes for our large family Thanksgiving that was just about 20 minutes a way. We slept in the king bed and it was excellent sleeping. The heating system kept us also very...
The price is AU$538
includes taxes & fees
12 Jan - 13 Jan
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine
Outdoor dining

Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

10.0 out of 10, Exceptional, (3)
"The house is new, absolutely immaculate and filled with light. The fully equipped kitchen was a joy to work in. The proximity to both Belfast and Camden was a huge plus. Our 2 dogs loved the open grassy field! A very friendly neighborhood too."
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine
Charming Camden Home in a quiet and convenient location
Fridge, microwave, oven, stovetop

Charming Camden Home in a quiet and convenient location

2.0 star property
Charming Camden Home in a quiet and convenient location
Sunset river 3-bedroom house in amazing South Thomaston, Maine
Jetted bath, hair dryer, towels, soap

Sunset river 3-bedroom house in amazing South Thomaston, Maine

2.0 star property
The price is AU$874
includes taxes & fees
12 Jan - 13 Jan
Sunset river 3-bedroom house in amazing South Thomaston, Maine
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, (81)
"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
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)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Exterior

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

8.4 out of 10, Very good, (23)
"Spacious house with nice views."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Marina

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

9.2 out of 10, Wonderful, (69)
"We love this property for its size and location. We stayed here in 2018. However this time dishwasher was not secured and we needed to have one person hold it in or it would fall out. Also there were not enough towels available. Aside from some basic maintenance, it was as expected and hosts were responsive to our questions and concerns."
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Fridge, microwave, oven, stovetop

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
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

3.5 star property
8.2 out of 10, Very good, (148)
"We got in very late. They had a lock box for us to get our keys after hours (texted us the code) and then checked on us the next day to make sure we made it safely. "
The price is AU$211
includes taxes & fees
19 Jan - 20 Jan
Trade Winds on the Bay
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
TV, fireplace

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
Unique oceanfront home with a deck, tons of natural light, & amazing views
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.