Waldoboro Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Waldoboro

Trade Winds on the Bay

3.5 star property
8.2 out of 10, Very good, (167)
"Easy, quiet, close to things."
The price is AU$162
includes taxes & fees
17 Feb - 18 Feb
Trade Winds on the Bay

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

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

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

9.2 out of 10, Wonderful, (70)
"Very spacious and cozy. We had a lovely time, just a few housekeeping issues. Other than that, the host was very quick to reply. We arrived to fresh flowers , a bottle of wine, chocolate ,coffee and a welcome note… "
The price is AU$1,000
includes taxes & fees
16 Feb - 17 Feb
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Point Lookout

3.0 star property
Point Lookout

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

10.0 out of 10, Exceptional, (109)
"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (9)
"Clean, neat, short hop to Boothbay. Perfect for couple. Very safe as well. Neighborhood is not picturesque… not important to us. Only small, small picky note: heat was too high for us at night without ability to regulate. Highly recommend!"
The price is AU$345
includes taxes & fees
14 Feb - 15 Feb
Shipwright @ The Offshore House

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

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

Cozy cottage -Close to Downtown Camden!

2.0 star property
9.6 out of 10, Exceptional, (5)
"A very clean and sweet little place no where near walking to downtown Camden"
The price is AU$791
includes taxes & fees
13 Feb - 14 Feb
Cozy cottage -Close to Downtown Camden!

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

9.8 out of 10, Exceptional, (9)
"lovely little winer getaway. Cabin was everything we could have wanted. "
Stay in this beautiful home: ocean views and access to midcoast Maine's charm!

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

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (33)
"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (33)
"Our group used both the main house and the cottage. Both had been cleaned prior to our arrival and the property was very nice. The pool was completely green and had not been taken care of. Luckily weI have a pool and we were able to "
Make Shimmering River Retreat your Maine Coastal getaway!

Multi-unit with oar & boat house with private dock & kayaks

9.0 out of 10, Wonderful, (22)
"Stayed for a week. You can’t beat the location! Fabulous spot with a dock and deck right on the Harbor. 5 min walk into town. The property is a great set up if you’ve got a large party. We were 10 and it was perfect. There are a few things that need some work… Only one bathroom had a bathmat and the 2nd floor shower in the main house is difficult to navigate without drenching the floor with its multitude of curtains and no shelf or hanging caddy to put soap and shampoo. The bedrooms, including...
Multi-unit with oar & boat house with private dock & kayaks

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (65)
"Great management, very clean, had everything in the kitchen, comfortable beds, even a pen for a dog. The sky was beautiful at night. It was very quiet. We were very close to hiking trails and the lighthouse. We had a nice time at Christmas."
The price is AU$563
includes taxes & fees
13 Feb - 14 Feb
Comfortable, Close to Town Home, with Oceanview.

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

10.0 out of 10, Exceptional, (14)
"Amazing cozy cottage with a breath taking view!"
Oceanfront home on 6 acres with multi-level deck & spectacular view

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.0 out of 10, Very good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

9.6 out of 10, Exceptional, (65)
"We loved this place. Even better in person than the pictures. Gorgeous setting on Ocean Point in a quiet neighborhood. Very nicely appointed, it meets all your needs and when the thermostat acted up the property manager was quick to respond and provide space heaters until hvac could come the next morning. We highly recommend and will stay here again. "
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
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.
Don't see what you're looking for?
See all available properties in Waldoboro
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Waldoboro you may be interested in

Farmstay, 2 bedrooms with 2 private baths, private entrance.

10.0 out of 10, Exceptional, (141)
"Last week, my family and I stayed at Birchfield Farm Apartment for two nights, and it surpassed all our expectations. From the moment we arrived, Denise and Bruce made us feel welcome with a warm greeting and a personal tour of their beautiful farm and charming animals. My daughter instantly bonded with their adorable puppy, which became a highlight of her trip.The apartment was cozy and thoughtfully designed with a farm-inspired theme. While it didn’t have a full kitchenette, it included a...
The price is AU$299
includes taxes & fees
13 Feb - 14 Feb
Farmstay, 2 bedrooms with 2 private baths, private entrance.

The Country Inn at Camden Rockport

2.5 star property
9.6 out of 10, Exceptional, (1000)
"We opted for a pet friendly room and it did not disappoint! We love traveling with our dog and this property made them feel so welcome. The pet bed and treats were wonderful. The room was large enough for 3 people and a dog with room to spare. Entire facility was clean and everyone friendly. The gym, pool, and breakfast were wonderful as well!"
The price is AU$206
includes taxes & fees
24 Feb - 25 Feb
The Country Inn at Camden Rockport

Trade Winds on the Bay

3.5 star property
8.2 out of 10, Very good, (167)
"Easy, quiet, close to things."
The price is AU$162
includes taxes & fees
17 Feb - 18 Feb
Trade Winds on the Bay
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.

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.

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

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town: This holiday home rental outside of Waldoboro is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Waldoboro?

With 19 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.