Waldoboro Rentals
From $350 per night (USD)VRBO
Historical Retreat in the heart of Midcoast Maine
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Two levels of late 1700 s Colonial living that has all the modern updates and conveniences yet retains the original char ...
From $350 per night (USD)VRBO
From $456 per night (USD)Expedia
Former Sea Captains' 1850s Greek Revival home minutes to town and boat launch
- Bedrooms:
- 4
- 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 $456 per night (USD)Expedia
Click For PricingVRBO
Creative winter and spring on a river in Maine
- Bedrooms:
- 3
- 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 PricingVRBO
From $196 per night (USD)Expedia
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 $196 per night (USD)Expedia
From $343 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 $343 per night (USD)VRBO
From $331 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 $331 per night (USD)Expedia
From $343 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 $343 per night (USD)VRBO
From $1289 per night (USD)Expedia
The Entire Waldoboro Inn
- Bedrooms:
- 4
- 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 $1289 per night (USD)Expedia
From $455 per night (USD)VRBO
3 Brdm, 1+bath, 2 Showers! Easy Access to Explore all of Maine!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hilltop Retreat – Spacious, Private & Perfect for Groups... Escape to this serene 3-bedroom hilltop Victorian retreat j ...
From $455 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 $243 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 $243 per night (USD)Expedia
From $282 per night (USD)VRBO
2 Bdrm - Bird Song Retreat - Beach Days & Stargazed Nights!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
*Exclusive Discounts for stays of 7+ nights* Your dream getaway just became even more affordable! Escape to this tranqu ...
From $282 per night (USD)VRBO
From $601 per night (USD)Expedia
5 bedroom, 2+Baths, 3 Showers! Room for all to Gather & Enjoy!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Hilltop Retreat – Spacious, Private & Perfect for Groups... Escape to this serene 5-bedroom hilltop Victorian retreat j ...
From $601 per night (USD)Expedia
From $950 per night (USD)VRBO
7 Bdrm, 3+Bath, 2 Kitchens, mult. decks\/patios, Hilltop Retreat w\/ROOM for ALL!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 19
The More the Merrier – A Hilltop Retreat for Groups... *Discover a spacious and thoughtfully designed retreat, blending ...
From $950 per night (USD)VRBO
Click For PricingExpedia
Small But Mighty (Elegant) Rural Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 PricingExpedia
From $254 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 $254 per night (USD)VRBO
From $490 per night (USD)Expedia
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 $490 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