Search Holiday Rentals in Waldoboro

    price find illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Save instantly and earn perks with One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Waldoboro

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very good, (221)
"Great place to stay...everything was great"
Trade Winds on the Bay

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

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

8.6 out of 10, Excellent, (55)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views

Point Lookout

3.0 star property
9.0 out of 10, Wonderful, (2)
"Great cabin with all the comforts of home!"
Point Lookout

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

8.8 out of 10, Excellent, (37)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

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

8.4 out of 10, Very good, (44)
"Beautiful views, quiet, and very private. Perfect choice if you are looking for a serene retreat."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

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

10.0 out of 10, Exceptional, (87)
"Property was great for family gathering"
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Water Views - Beach Getaway - Private Balcony

9.8 out of 10, Exceptional, (71)
"We enjoyed this place. It had everything we needed and was located between some places we planned to visit. Good restaurant options nearby."
Water Views - Beach Getaway - Private Balcony

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (17)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (86)
"Wonderful quiet place, The Host was a great person."
The price is £192
includes taxes & fees
27 Jun - 28 Jun
Pine Grove Cottages

Well-located, dog-friendly home - walk to footbridge & Barrett Park

9.4 out of 10, Exceptional, (33)
"A nice, quiet location that is just a walk away from a pretty town, and not too far of a drive away from many great places to visit along the coastline."
Well-located, dog-friendly home - walk to footbridge & Barrett Park

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (2)
"Lovely location, quiet, serene, and the cottage is totally cute and comfortable. "
Enjoyable 1-bedroom rustic cottage in Southport.

Downtown Boothbay Harbor, 2-Story Cottage

9.6 out of 10, Exceptional, (16)
"Loved how walkable this property is! "
Downtown Boothbay Harbor, 2-Story Cottage

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (94)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

9.2 out of 10, Wonderful, (20)
"We are repeat customers. A quiet, clean, scenic, winter getaway. A great place to unplug and recharge. We will continue to be repeat customers! "
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful location, peaceful and great views"
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

"Tranquility Base" is a place where you can lose yourself in nature.

9.8 out of 10, Exceptional, (48)
"Very lovely place to stay. At first thought it was out quite far in woods but got used to the drive. Beautiful scenery. "
"Tranquility Base" is a place where you can lose yourself in nature.

Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.8 out of 10, Exceptional, (24)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (70)
"Enjoyed our stay"
The price is £312
includes taxes & fees
1 Jul - 2 Jul
Comfortable, Close to Town Home, with Oceanview.
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there holiday rentals in Waldoboro?

Yes, there are holiday rentals in Waldoboro close to Morse's Sauerkraut, or you can select a more 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.

How many holiday rentals will I find in Waldoboro?

With 21 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find St. George River and Damariscotta Lake.

What’s a holiday rental in Waldoboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Waldoboro. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.