Holiday Rentals in Waldoboro

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Holiday Rentals in Waldoboro

Trade Winds on the Bay

3.5 star property
8.0 out of 10, Very good, (137)
"Everything was wonderful. We will stay there again"
The price is €112
includes taxes & fees
30 Nov - 1 Dec
Trade Winds on the Bay

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

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

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/

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

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

9.8 out of 10, Exceptional, (58)
"Had an amazing stay at this charmer on the coast! Very clean, comfortable, and well cared for. Spent many hours just watching the ducks and birds enjoying the treats that come and go as the tides change. Great jumping off point to enjoy the beautiful coast of Maine! The only drawback is that the road is incredibly close to the house and the traffic noise is impossible to drown out, especially when trying to sleep in the second bedroom. Not ideal, but we would definitely return! "
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (96)
"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "
A Charming Waterfront Cottage with Touches of Elegance

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

9.2 out of 10, Wonderful, (80)
"If you like eclectic you'll love this place. Quite rustic. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

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

9.4 out of 10, Exceptional, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

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

9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (40)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

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

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

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

Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

9.8 out of 10, Exceptional, (24)
"Roxie was a cozy tiny cabin! It was absolutely perfect for the one night passing through with the dog. My only regret was not having more time to make it a longer stay. The cabin has everything you need for a stay! The wood stove did a great job heating it, and it stayed pretty warm all night. GPS took me right there, no issue finding the road. And while no WiFi, cell service was fine and could stream playoff baseball before bed. Would 10/10 stay again and for longer if back in the area! "
The price is €156
includes taxes & fees
2 Dec - 3 Dec
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

9.0 out of 10, Wonderful, (17)
"For a small cottage it was spacious, had modern amenities. The listing says harbor view but you have to look thru power lines, power poles and a lobster processing plant. The side stone steps are overgrown with vegetation making it hard to maneuver. All in all a good experience."
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

Private cabin on the Maine coast

9.6 out of 10, Exceptional, (23)
"Lovely and convenient property. Super clean, nice grounds, and great amenities. Wish we could have stayed longer."
Private cabin on the Maine coast

Lakefront cottage with dock, screened porch, & Island in Biscay Pond

8.6 out of 10, Excellent, (19)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room

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

9.2 out of 10, Wonderful, (68)
"Walkable to downtown was great! The main rental is only some of the pictures online and they are dated. There are two bedrooms on top level which requires u to walk down steps to get to a bathroom which is also shared by another bedroom on main level. Main area and kitchen space could have been cleaner. Beds were very comfortable. We had 5 women on a girls trip. "
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
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 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, (138)
"We had the most wonderful time at this farm stay. Denise and Bruce were amazing hosts! The accommodations were very comfortable and the animals were amazing! We were able to see/interact with horses, a cow, sheep, chickens and rabbits! Highly recommend!!"
The price is €184
includes taxes & fees
29 Nov - 30 Nov
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, (1020)
"Amazing quiet relaxing breakfast was great "
The price is €135
includes taxes & fees
27 Nov - 28 Nov
The Country Inn at Camden Rockport

Rockland Harbor Hotel

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Comfortable room. Nice view. Helpful staff. "
The price is €169
includes taxes & fees
8 Dec - 9 Dec
Rockland Harbor Hotel
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?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This holiday home rental outside of Waldoboro is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Waldoboro?

With 20 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.