Windham Vacation Rentals

Featured

Tucked away on the lake side of Shawnee Peak, The Water's Edge offers all-season haven w/amazing views, serenity, water-front/dock access, and skiing.

5 Bedrooms
2½ Bathrooms
US$900 / night
(excl. fees & taxes)

Sebago Lake Home with Mountain & Lake Views

2 Bedrooms
3 Bathrooms
US$92 - US$567 / night
(excl. fees & taxes)

Cozy Loft - Mountain Views & Sebago Lake Access

1 Bedroom
3 Bathrooms
US$71 - US$442 / night
(excl. fees & taxes)

Spacious Cape-Mountain Views & Sebago Lake Access

3 Bedrooms
2 Bathrooms
US$138 - US$842 / night
(excl. fees & taxes)

Lakeside Retreat on Big Sebago with Mountain Views

3 Bedrooms
3 Bathrooms
2
US$138 - US$842 / night
(excl. fees & taxes)

Seaside 4 bed, 1 bath cottage - minutes to Portland and steps to the beach!

4 Bedrooms
1 Bathroom
US$500 / night
(excl. fees & taxes)

3 full BRs - Sunny home in great neighborhood - walk to water or town, parking

3 Bedrooms
1 Bathroom
19
US$325 / night
(excl. fees & taxes)

Brand new luxury lake house on tranquil Panther Pond in Raymond, Maine.

4 Bedrooms
3½ Bathrooms
44
US$995 - US$1295 / night
(excl. fees & taxes)

Peaks Islnd Seaside Cottage hot tub/decks/walkable

3 Bedrooms
2 Bathrooms
48
US$350 - US$1845 / night
(excl. fees & taxes)

Solar powered Eco-unique spa getaway with an endless pool & hot tub in a sunroom

3 Bedrooms
1 Bathroom
156
US$339 - US$1060 / night
(excl. fees & taxes)

Cheerful cottage with all inclusive family fun!

1 Bedroom
1 Bathroom
US$225 / night
(excl. fees & taxes)

This private costal Maine beach house (1,220 sq/ft) comfortably sleeps 6. Enjoy 360º rooftop views from the deck, and an eclectic cottage vibe inside.

3 Bedrooms
1½ Bathrooms
8
US$175 - US$485 / night
(excl. fees & taxes)

Seashell Cottages are located in the center of Old Orchard Beach but tucked back off the main street for your own private oasis. 5 min walk to beach

2 Bedrooms
1 Bathroom
US$225 / night
(excl. fees & taxes)

Sunny Beachfront Cottage with Spectacular Ocean Views

5 Bedrooms
1 Bathroom
5
US$800 / night
(excl. fees & taxes)

Quiet, Pristine Setting On Long Lake

2 Bedrooms
1 Bathroom
9
US$189 / night
(excl. fees & taxes)

Waterfront cottage , private dock and swim raft

1 Bedroom
1 Bathroom
13
US$200 / night
(excl. fees & taxes)

Clamshell Cottage Saco Maine ,Camp Ellis Beach ,Pet friendly

2 Bedrooms
1 Bathroom
US$250 / night
(excl. fees & taxes)

Spacious Maine Cottage with Resort Pool near Beach

3 Bedrooms
2 Bathrooms
US$371 / night
(excl. fees & taxes)

Dog-Friendly 5 Bedroom Log Cabin in the Heart of Southern Maine near the Saco River, Many Lakes and Ski Mountains

5 Bedrooms
2 Bathrooms
7
US$475 / night
(excl. fees & taxes)

Long Lake Escape, fun in all four seasons. Cozy 3 bedroom in a charming community surrounded by lakes and mountains.

3 Bedrooms
1½ Bathrooms
8
US$275 / night
(excl. fees & taxes)

Shawnee Chalet - Ski IN/OUT with direct access to Shawnee Peak

3 Bedrooms
2½ Bathrooms
6
US$499 / night
(excl. fees & taxes)
1 – 20 Rentals