Wiscasset, Maine

Vacation Rentals in Wiscasset, Maine

Discover 23 vacation rental properties in Wiscasset. From 1 to 8 bedrooms. Average $397/night. 100% have pools.

23 verified listings Book securely on VRBO Prices updated March 2026

23 properties available

Lovely studio w/full kitchen/free WiFi- next to river/antique shops/restaurants

Lovely studio w/full kitchen/free WiFi- next to river/antique shops/restaurants

1 bath
PoolA/CWiFiBalcony
$128/night
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Riverfront condo w/ deck overlooking the water - steps to dining & shopping

Riverfront condo w/ deck overlooking the water - steps to dining & shopping

1 bed 1 bath
PoolA/CWiFiBalcony
$132/night
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Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

1 bed 1 bath
PoolA/CWiFiBalcony
$155/night
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Hidden Gem on Westport Island

Hidden Gem on Westport Island

3 beds 2 baths
PoolA/CWiFiBalcony
$175/night
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Downtown, ground floor studio near the ocean w/patio, outdoor dining area & more

Downtown, ground floor studio near the ocean w/patio, outdoor dining area & more

1 bath
PoolA/CWiFiBalcony
$104/night
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Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

3 beds 1 bath
PoolA/CWiFiBalcony
$356/night
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National Historic Landmark Home in Wiscasset Village w/ Complimentary Tour

National Historic Landmark Home in Wiscasset Village w/ Complimentary Tour

3 beds 1 bath
PoolA/CWiFiBalcony
$201/night
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Bright, family friendly, newly built, modern and in the perfect location!

Bright, family friendly, newly built, modern and in the perfect location!

3 beds 2 baths
PoolA/CWiFiBalcony
$315/night
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Coastal Maine Cozy Farmhouse

Coastal Maine Cozy Farmhouse

4 beds 2 baths
PoolA/CWiFiBalcony
$399/night
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Birch Point at Cushman Cove- Entire Suite- King size bed, private setting

Birch Point at Cushman Cove- Entire Suite- King size bed, private setting

1 bed 1 bath
PoolA/CWiFiBalcony
$142/night
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Quaint & Cozy 1830s Cape- Central Location!

Quaint & Cozy 1830s Cape- Central Location!

2 beds 1 bath
PoolA/CWiFiBalcony
$184/night
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Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

3 beds 1 bath
PoolA/CWiFiBalcony
$335/night
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Elegant home right in town with gorgeous water view, deck & interior

Elegant home right in town with gorgeous water view, deck & interior

2 beds 3 baths
PoolA/CWiFiBalcony
$269/night
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Oak Hill Homestead

Oak Hill Homestead

2 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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Spectacular sunrises,cozy vintage home on the water in Wiscasset, ME-Adults only

Spectacular sunrises,cozy vintage home on the water in Wiscasset, ME-Adults only

2 beds 2 baths
PoolA/CWiFiBalcony
$267/night
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Sweeping Sheepscot River views in newly renovated 200 year old Wiscasset home

Sweeping Sheepscot River views in newly renovated 200 year old Wiscasset home

4 beds 3 baths
PoolA/CWiFiBalcony
$630/night
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Luxury, family friendly home, with views, privacy and access to Maine's best!

Luxury, family friendly home, with views, privacy and access to Maine's best!

7 beds 5 baths
PoolA/CWiFiBalcony
$2,487/night
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Beautiful Wiscasset Home 5 AC units, sleeps 16 and HOT TUB

Beautiful Wiscasset Home 5 AC units, sleeps 16 and HOT TUB

6 beds 2 baths
PoolA/CWiFiBalcony
$352/night
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Peaceful home with forest views & great yard - minutes to town

Peaceful home with forest views & great yard - minutes to town

3 beds 2 baths
PoolA/CWiFiBalcony
$298/night
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Beautiful home with Ping-Pong, fast WiFi & W/D - walk to dining

Beautiful home with Ping-Pong, fast WiFi & W/D - walk to dining

6 beds 4 baths
PoolA/CWiFiBalcony
$886/night
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Maine Village Properties 5 AC units, sleeps 16 and HOT TUB

Maine Village Properties 5 AC units, sleeps 16 and HOT TUB

8 beds 2 baths
PoolA/CWiFiBalcony
$451/night
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Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

2 beds 1 bath
PoolA/CWiFiBalcony
$339/night
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OAK POINT CABIN | WATERFRONT | 2 Bed, 1 Bath

OAK POINT CABIN | WATERFRONT | 2 Bed, 1 Bath

2 beds 1 bath
PoolA/CWiFiBalcony
$319/night
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