Waldoboro Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Waldoboro vacation rentals

Exterior

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is ￥112,657
￥172,053 total
includes taxes & fees
Apr 19 - Apr 20
The Entire Waldoboro Inn
Interior

Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
10.0 out of 10, Exceptional, (1 review)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is ￥27,799
￥42,594 total
includes taxes & fees
May 10 - May 11
Come Spring Farm Airstream , Lake & farm animals
Exterior detail

Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.6 out of 10, Exceptional, (5 reviews)
"Very nice and very quiet "
United States
justin s.
The price is ￥21,879
￥51,946 total
includes taxes & fees
Apr 20 - Apr 21
Tiny A-Frame Romantic Getaway
Lobby sitting area

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (376 reviews)
"Great location, friendly staff. "
United States
Connor
The price is ￥14,340
￥15,630 total
includes taxes & fees
Apr 30 - May 1
Trade Winds on the Bay
1 bedroom, bed sheets

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very Good, (11 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is ￥8,752
￥20,813 total
includes taxes & fees
May 1 - May 2
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Outdoor dining

Low Tide Cabin @ Pemaquid Beach

Low Tide Cabin @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"I wish we had more time to spend here! The cabin was well stocked and the location was out of the way, but close enough to sites and eateries "
United States
Sarah D.
The price is ￥20,129
￥41,020 total
includes taxes & fees
May 1 - May 2
Low Tide Cabin @ Pemaquid Beach
Living area

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Lincolnville
9.4 out of 10, Exceptional, (10 reviews)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is ￥22,088
￥36,173 total
includes taxes & fees
Apr 25 - Apr 26
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Marina

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
The price is ￥25,774
￥32,083 total
includes taxes & fees
Apr 21 - Apr 22
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Smart TV

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (31 reviews)
"The house was clean and well stocked. It is is located in a cute little town."
United States
Candace L.
The price is ￥19,890
￥43,187 total
includes taxes & fees
Apr 19 - Apr 20
Peaceful, Centrally Located Home with Seasonal River Views
Terrace/patio

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (7 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is ￥20,730
￥31,773 total
includes taxes & fees
Apr 23 - Apr 24
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
1 bedroom, iron/ironing board, bed sheets

Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.6 out of 10, Exceptional, (15 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is ￥11,775
￥32,114 total
includes taxes & fees
Apr 20 - Apr 21
Cheerful Cottage Close to Everything 12
Living area

Ebb Tide Cabin @ Pemaquid Beach

Ebb Tide Cabin @ Pemaquid Beach
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
The price is ￥20,129
￥41,020 total
includes taxes & fees
May 1 - May 2
Ebb Tide Cabin @ Pemaquid Beach
Fridge, microwave, oven, stovetop

In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (42 reviews)
"Super clean… great location… fabulous hosts… total pleasure to stay there…"
United States
James B.
The price is ￥27,623
￥74,162 total
includes taxes & fees
Apr 20 - Apr 21
In-town, coastal + relaxing in Rockland
Exterior

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,935
￥38,504 total
includes taxes & fees
May 2 - May 3
Romantic Coastal Escape near Harbor
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (17 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is ￥27,846
￥42,094 total
includes taxes & fees
Apr 19 - Apr 20
Dome 1 - Luxury Dome at Come Spring Farm
Interior

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (46 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is ￥18,617
￥41,799 total
includes taxes & fees
Apr 28 - Apr 29
2 Bedroom Close to Town Home
Interior

Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
10.0 out of 10, Exceptional, (13 reviews)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
The price is ￥27,965
￥64,650 total
includes taxes & fees
Apr 18 - Apr 19
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Dining

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
8.0 out of 10, Very Good, (3 reviews)
"Location was perfect and Lynn was so helpful. We’d definitely stay here again!"
United States
Caycee A.
The price is ￥23,033
￥28,742 total
includes taxes & fees
May 10 - May 11
Peaceful Intown Studio ~ Walk to Shops & Dining
Interior

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (88 reviews)
"Overall a wonderful place for girls weekend. Close proximity to the lighthouses we wanted to see and to Rockland. Clean, beautiful view and easy check in. Host was very responsive with all contacts with questions. "
United States
Anne
The price is ￥35,741
￥66,315 total
includes taxes & fees
Apr 25 - Apr 26
Comfortable, Close to Town Home, with Oceanview.
Fridge, microwave, oven, stovetop

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is ￥28,498
￥74,770 total
includes taxes & fees
Apr 18 - Apr 19
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Waldoboro Hotel Reviews

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

8/10 Good
"Ample parking. Okay breakfast. Renovations were underway in the lobby. The room was comfortable and quiet."
Eleanor 1-night trip
Posted 1 day ago
Hampton Inn & Suites Rockland

Find out more about Waldoboro

Search for holiday rentals in Waldoboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Waldoboro using one of the methods below:

  • View our selection of featured holiday rentals in Waldoboro
  • Use the map to find apartments and other holiday homes in the Waldoboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waldoboro while they last

Look no further and take a look at our great range of rental properties in Waldoboro!

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Waldoboro?

Yes, there are vacation rentals in Waldoboro close to Morse's Sauerkraut, or you can go with a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the gardens in Waldoboro. Make sure you have time to check out the local tours and bars during your trip.

What are some of the best vacation home rentals that Waldoboro has to offer?

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!: This vacation home rental outside of Waldoboro is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Waldoboro?

With 19 Expedia vacation rentals, you're sure to find just the right place for your Waldoboro stay.

What’s there to see and do in Waldoboro?

Cultural attractions include Fawcett's Antique Toy and Art Museum, whereas Morse's Sauerkraut is just one of the family-friendly sights. In the larger area, you’ll find St. George River and Damariscotta Lake.

What’s a vacation rental in Waldoboro like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Waldoboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.