Waldoboro Rentals
From $296 per night (USD)VRBO
Long View Farm on Broad Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This 1840 barn has beautiful light and an open airy feel. Filled with local antiques collected over 35 years of Maine li ...
From $296 per night (USD)VRBO
From $243 per night (USD)VRBO
Charming Dog Friendly MidCoast Maine Coach House - Great WiFi, Clean & Cozy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We look forward to welcoming you to the Coach House on Dutch Neck, with warm, natural colors and woodwork that evoke fee ...
From $243 per night (USD)VRBO
Click For PricingVRBO
Small But Mighty (Elegant) Rural Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pie Farm Cottage is perched on a small private pond at the end of our long driveway. The cottage has two main rooms, a ...
Click For PricingVRBO
From $339 per night (USD)VRBO
Historical Retreat in the heart of Midcoast Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Two levels of late 1700 s Colonial living that has all the modern updates and conveniences yet retains the original char ...
From $339 per night (USD)VRBO
From $527 per night (USD)VRBO
Waterfront, Breathtaking Views, Patio Fireplace, Chefs Kitchen, HGTV remodel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Begin each day with stunning Medomak River water views from Jacobs Place, a unique and beautifully renovated 1884 Cape-s ...
From $527 per night (USD)VRBO
From $243 per night (USD)Expedia
Fabulous Cottage on Pristine Broad Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Recent renovated 1,500 sq. ft. light-filled mid-century cottage on a beautiful peninsula overlooking Broad Bay. Eight ac ...
From $243 per night (USD)Expedia
From $318 per night (USD)VRBO
Birdsong Hilltop 2BR w/ Private Balcony + 2 Fire Pits + Peaceful Setting
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this tranquil 2-bedroom hilltop retreat, seconds off Route 1, where adventure and relaxation come together sea ...
From $318 per night (USD)VRBO
From $409 per night (USD)VRBO
Former Sea Captains' 1850s Greek Revival home minutes to town and boat launch
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
A Beautiful Greek Revival home with wide wrap around porches poised for lovey afternoon and evening sun. Set on 3 acres ...
From $409 per night (USD)VRBO
From $476 per night (USD)VRBO
Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Hilltop Retreat – Spacious, Private & Perfect for Groups... Escape to this serene 3-bedroom hilltop Victorian retreat j ...
From $476 per night (USD)VRBO
From $607 per night (USD)VRBO
Hilltop 5BR Retreat, 3 showers, BBQ, Fire Pit, Decks & Space to Gather
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Hilltop Retreat – Spacious, Private & Perfect for Groups... Escape to this serene 5-bedroom hilltop Victorian retreat j ...
From $607 per night (USD)VRBO
From $354 per night (USD)VRBO
The Waldoboro Inn Room 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Room 1 has high tin ceilings, huge wooden parlor doors and south and west facing windows that let in gorgeous natural li ...
From $354 per night (USD)VRBO
From $324 per night (USD)Expedia
The Waldoboro Inn Room 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Room 5 is on the second floor of the mansion with views of Main Street below. The en suite bathroom has a clawfoot tub a ...
From $324 per night (USD)Expedia
From $354 per night (USD)VRBO
The Waldoboro Inn Room 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Room 3 is on the second floor of the mansion with views of the Medomak River at head of tide. The en suite bathroom has ...
From $354 per night (USD)VRBO
From $1267 per night (USD)Expedia
The Entire Waldoboro Inn
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 3
The Waldoboro Inns Rooms 1, 3 and 5 can be rented as a block for groups traveling together. These 3 rooms are the bedro ...
From $1267 per night (USD)Expedia
From $1024 per night (USD)VRBO
7BR Hilltop Retreat w/ 2 Kitchens, Fire Pits, Decks & Room for Everyone
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 19
The More the Merrier – A Hilltop Retreat for Groups... *Discover a spacious and thoughtfully designed retreat, blending ...
From $1024 per night (USD)VRBO
Click For PricingExpedia
2 BDRM Cozy & private retreat. No shared spaces, No Kitchen or shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
🏰 Welcome to The Tower—a cozy, budget-friendly retreat, perfect for rest between your Mid-Coast adventures. 🛏️ Unwind ...
Click For PricingExpedia
Click For PricingVRBO
Cozy riverside getaway w/ artist studio. Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
*We will be traveling 2/21/24 - 5/6/24 and are looking to rent our place the entire time. We are open to as little as on ...
Click For PricingVRBO
From $246 per night (USD)Expedia
Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious apartment with rustic charm located in Central Waldoboro. Close to all attractions and areas of interest. Walki ...
From $246 per night (USD)Expedia
Click For PricingVRBO
Thistledown Farm's Udder Heaven
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Thistledown Farm's Udder Heaven occupies the entire ground floor of a repurposed 1800's barn. Post and beam throughout, ...
Click For PricingVRBO
Click For PricingExpedia
Creative winter and spring on a river in Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
*Enjoy up to a ten week rental. Priority will be given to those who can rent it for all or the greatest amount of time.* ...
Click For PricingExpedia
From $221 per night (USD)VRBO
A Garden with a Cottage in Waldoboro
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to this enchanting cottage in Waldoboro. This fairytale property features a cozy attic bedroom featuring two bed ...
From $221 per night (USD)VRBO
From $365 per night (USD)Expedia
Relax and recharge at Cold Comfort Farm on the coast of Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Waldoboro, our beautiful farmhouse offers 3 bedrooms - 2 with full beds and 1 with two twin beds. Blending ru ...
From $365 per night (USD)Expedia
From $372 per night (USD)VRBO
The Midcoast Mainstay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Historic 1910 Colonial home in the heart of Waldoboro. Close to trails and kayak launches on the Medomak River leading t ...
From $372 per night (USD)VRBO