Waldoboro, Maine

Vacation Rentals in Waldoboro, Maine

Discover 36 vacation rental properties in Waldoboro. From 1 to 7 bedrooms. Average $293/night. 100% have pools.

36 verified listings Book securely on VRBO Prices updated March 2026

36 properties available

An off-grid comfy cabin in a quiet corner of a midcoast organic farm

An off-grid comfy cabin in a quiet corner of a midcoast organic farm

1 bed 1 bath
PoolA/CWiFiBalcony
$95/night
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Waterfront, Breathtaking Views, Patio Fireplace, Chefs Kitchen, HGTV remodel

Waterfront, Breathtaking Views, Patio Fireplace, Chefs Kitchen, HGTV remodel

3 beds 2 baths
PoolA/CWiFiBalcony
$424/night
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Charming Dog Friendly MidCoast Maine Coach House - Great WiFi, Clean & Cozy

Charming Dog Friendly MidCoast Maine Coach House - Great WiFi, Clean & Cozy

2 beds 1 bath
PoolA/CWiFiBalcony
$211/night
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Midcoast Maine Lakefront Cottage in the Woods

Midcoast Maine Lakefront Cottage in the Woods

2 beds 1 bath
PoolA/CWiFiBalcony
$184/night
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Fabulous Cottage on Pristine Broad Bay

Fabulous Cottage on Pristine Broad Bay

2 beds 2 baths
PoolA/CWiFiBalcony
$250/night
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Remodeled Waterfront Home with Wraparound Deck, Water Views, & Beach Access

Remodeled Waterfront Home with Wraparound Deck, Water Views, & Beach Access

2 beds 2 baths
PoolA/CWiFiBalcony
$331/night
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Maine Oceanfront Cottage

Maine Oceanfront Cottage

1 bed 1 bath
PoolA/CWiFiBalcony
$150/night
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Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.

Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.

1 bed 1 bath
PoolA/CWiFiBalcony
$164/night
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Waterfront, dog-friendly suite with Broad Cove access, firepit & sunrise view

Waterfront, dog-friendly suite with Broad Cove access, firepit & sunrise view

2 beds 1 bath
PoolA/CWiFiBalcony
$204/night
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Historic Maine Oasis: Beach Days & Cozy Nights ️

Historic Maine Oasis: Beach Days & Cozy Nights ️

3 beds 1 bath
PoolA/CWiFiBalcony
$234/night
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Quiet & cozy ocean-side hideaway. Pet friendly!

Quiet & cozy ocean-side hideaway. Pet friendly!

2 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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A Charming Getaway with Stunning Views and Modern Conveniences

A Charming Getaway with Stunning Views and Modern Conveniences

2 beds 1 bath
PoolA/CWiFiBalcony
$231/night
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Water Front post and beam guest house "Thyme & Tide", on Muscongus Bay.

Water Front post and beam guest house "Thyme & Tide", on Muscongus Bay.

3 beds 4 baths
PoolA/CWiFiBalcony
$376/night
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Lovely Waterfront Cottage with Great Views, Sunsets

Lovely Waterfront Cottage with Great Views, Sunsets

3 beds 1 bath
PoolA/CWiFiBalcony
$274/night
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Historic Waldoboro House Near Lakes, Boating, Etc!

Historic Waldoboro House Near Lakes, Boating, Etc!

3 beds 1 bath
PoolA/CWiFiBalcony
$182/night
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Dog-Friendly Waterfront Home w/Deck, Gas Grill, Views, Free WiFi, Washer/Dryer

Dog-Friendly Waterfront Home w/Deck, Gas Grill, Views, Free WiFi, Washer/Dryer

2 beds 1 bath
PoolA/CWiFiBalcony
$235/night
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Peaceful Lakefront Refuge in the Woods

Peaceful Lakefront Refuge in the Woods

3 beds 2 baths
PoolA/CWiFiBalcony
$311/night
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Cozy 1850's farmhouse in the heart of midcoast Maine!

Cozy 1850's farmhouse in the heart of midcoast Maine!

6 beds 2 baths
PoolA/CWiFiBalcony
$502/night
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Newly-built waterfront home with fast WiFi, furnished deck, & washer/dryer

Newly-built waterfront home with fast WiFi, furnished deck, & washer/dryer

1 bed 1 bath
PoolA/CWiFiBalcony
$274/night
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Private riverfront retreat with foosball & firepit - overlooks nature preserve

Private riverfront retreat with foosball & firepit - overlooks nature preserve

3 beds 2 baths
PoolA/CWiFiBalcony
$194/night
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Hilltop Luxury, Easy Rt. 1 access to Mid-Coast Gems

Hilltop Luxury, Easy Rt. 1 access to Mid-Coast Gems

3 beds 1 bath
PoolA/CWiFiBalcony
$337/night
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Idyllic Post & Beam Cottage On Quiet Fresh Water Lake

Idyllic Post & Beam Cottage On Quiet Fresh Water Lake

3 beds 1 bath
PoolA/CWiFiBalcony
$702/night
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Former Sea Captains' 1850s Greek Revival home minutes to town and boat launch

Former Sea Captains' 1850s Greek Revival home minutes to town and boat launch

5 beds 3 baths
PoolA/CWiFiBalcony
$348/night
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Small But Mighty (Elegant) Rural Retreat

Small But Mighty (Elegant) Rural Retreat

1 bed 1 bath
PoolA/CWiFiBalcony
$141/night
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The Waldoboro Inn Room 3

The Waldoboro Inn Room 3

1 bed 1 bath
PoolA/CWiFiBalcony
$326/night
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Come and relax in Mid Coast Maine. We are child and pet friendly.

Come and relax in Mid Coast Maine. We are child and pet friendly.

3 beds 1 bath
PoolA/CWiFiBalcony
$201/night
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Idyllic waterfront home with furnished deck, grill, sweeping views & private W/D

Idyllic waterfront home with furnished deck, grill, sweeping views & private W/D

3 beds 2 baths
PoolA/CWiFiBalcony
$318/night
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Wonderful Cape with Stunning Waterviews and Sunsets

Wonderful Cape with Stunning Waterviews and Sunsets

3 beds 2 baths
PoolA/CWiFiBalcony
$331/night
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Long View Farm on Broad Bay

Long View Farm on Broad Bay

4 beds 3 baths
PoolA/CWiFiBalcony
$331/night
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The Waldoboro Inn Room 1

The Waldoboro Inn Room 1

1 bed 1 bath
PoolA/CWiFiBalcony
$326/night
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Farmstay, 2 bedrooms with 2 private baths, private entrance.

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

2 beds 1 bath
PoolA/CWiFiBalcony
$151/night
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Quiet quaint cape house nestled between two coves

Quiet quaint cape house nestled between two coves

3 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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Two wonderful homes on the river with fast WiFi, furnished decks, grills & W/D

Two wonderful homes on the river with fast WiFi, furnished decks, grills & W/D

6 beds 4 baths
PoolA/CWiFiBalcony
$470/night
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Hilltop Haven: Gather & Explore Mid-Coast Maine

Hilltop Haven: Gather & Explore Mid-Coast Maine

5 beds 1 bath
PoolA/CWiFiBalcony
$415/night
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Hilltop Caravan Comfort! Multiple Kitchens, Gardens & Pure Tranquility!

Hilltop Caravan Comfort! Multiple Kitchens, Gardens & Pure Tranquility!

7 beds 2 baths
PoolA/CWiFiBalcony
$607/night
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The Waldoboro Inn Room 5

The Waldoboro Inn Room 5

1 bed 1 bath
PoolA/CWiFiBalcony
$326/night
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