Vacation rentals in Standish

Apartment in Cumberland Mills

A striking Victorian building features a turret and multi-colored siding, blending shades of blue and white. The three-story structure is framed by green trees and a manicured lawn. Parking spaces are visible in front, complementing the charming curb appeal.

4.9 out of 5 average rating, 126 reviews

Private Apt in Spacious Victorian-Style House

Conveniently located in the charming Cumberland Mills neighborhood of Westbrook, this spacious one bedroom Victorian apartment offers easy access to Portland, the jetport, the highway, Rock Row, and other Westbrook attractions. Delicious eateries, local breweries, and Riverbank Park are within walking distance. This apartment comes fully furnished with a comfortable queen bed in the bedroom and a cozy twin bed in the living room. We also have a Pack 'n Play available (please bring your linens).

4.96 out of 5 average rating, 113 reviews

A covered farmers porch is shown with a gently sloping roof, adorned with string lights. The sun sets in the background, illuminating the yard's greenery and highlighting the surrounding trees, creating a serene ambiance perfect for outdoor relaxation.

Apartment in Baldwin

The Misty Mountain Hideout

Experience the enchanting Misty Mountain Hideout, an unforgettable retreat that accommodates up to 4 guests. Featuring a full-size bed upstairs and queen-size bed downstairs, this cozy apartment (which is attached but separate from our home ) includes a kitchen/dining area and a private covered farmers porch. Nestled on 4 serene acres in western Maine, enjoy stunning mountain views, tranquil ponds, abundant wildlife, and breathtaking sunsets throughout the property. Your perfect getaway awaits!

4.94 out of 5 average rating, 150 reviews

A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

A wooden staircase winds through lush greenery, leading down to a private dock on the tranquil lake. The water reflects the clear blue sky, framed by tall trees on either side, creating a serene outdoor setting.

4.94 out of 5 average rating, 120 reviews

Lake House with a View!

Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

4.98 out of 5 average rating, 130 reviews

An open floor plan is showcased, featuring a cozy futon couch with decorative pillows. A wooden staircase leads to the loft, while large windows allow natural light to illuminate the space. Basic kitchen supplies are visible on the wooden countertop.

Cabin in Standish

THE LILLIPAD.Off-grid A frame. Sebago lake region!

Take it easy in the woods at this cozy, off-grid A frame located in the Sebago Lakes Region. Kick back and relax around the fire while being "away from it all" yet still close by to great restaurants, beaches and more! This cabin is "off grid" and does not have running water or electricity. The space offers solar power that will power all lights, fans as well as charge devices. There is a battery operated pump that gives you potable water out of the sink. A porta potty is on property.

4.96 out of 5 average rating, 243 reviews

A rustic building with wooden siding and a sloped roof is shown beside a wooden fence. An oversized pumpkin rests on the ground near a potted plant with orange flowers. Two wooden chairs are placed on the gravel path, inviting relaxation.

Farm stay in Buxton

Little River Flower Farm - Cottage

Post & Beam Cottage, rustic knotty pine interior. Five miles to Gorham Center close to USM, 20 minutes to St. Josephs College on Sebago Lake, easy 30 minute drive to Portland, 12 miles to the PWM Jetport. Centrally located to many of Maine's finest breweries: Sebago Brewing, Mast Landing, Funky Bow, Nonsuch, Sea Dog, Barrel Souls, Bissell Brothers. Many local hiking trails including trails right here at our farm. Portland boasts of the finest restaurants in the state.

4.92 out of 5 average rating, 109 reviews

A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

4.99 out of 5 average rating, 438 reviews

The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

4.96 out of 5 average rating, 225 reviews

A relaxing outdoor area is shown, featuring several seating options around a fire pit. Two cabins can be seen, with one situated on a hill and the other by the water. A sun umbrella provides shade, surrounded by trees and nature.

Chalet in Standish

Blueberry Hill

Beautiful property located on Watchic Lake in Standish Maine. Clear clean spring fed lake. 25 minutes to Portland with access to shopping, restaurants and entertainment. 45 minutes to North Conway New Hampshire. Where you wil find plenty of shopping, restaurants and winter skiing. Property includes use of Main Chalet home year round and two additional cabins each sleeping 4 are available from May-Oct. Great for extended families and friends.

4.99 out of 5 average rating, 265 reviews

A cozy living area is showcased, featuring a light grey sofa and a patterned armchair. A glass coffee table rests in the center, surrounded by natural light. Kitchen space is visible in the background, complemented by wooden accents and white cabinetry.

Guesthouse in Windham

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

4.96 out of 5 average rating, 214 reviews

The living room features wooden paneling and a cozy propane stove in front of a fieldstone chimney. Two comfortable chairs with wide armrests are positioned around a decorative area rug. Natural light enters through the windows, adorned with light green curtains.

Cabin in Buxton

Creeping Thyme Cabin, 59 Hall Road, Buxton, ME

Cozy, adorable, and waiting for you! Rock on the porch, have a cook out...gas grill and gas fire pit included in warm weather...or sit by the fireplace and watch the snow in the winter. Located on a small dirt road approximately 30 minutes from Portland, Biddeford and Saco, 15 minutes from North Windham or 50 minutes to No. Conway, NH.

The lodge-style home stands amid tall trees, showcasing a modern dark exterior. A gravel driveway leads to the house, which features a welcoming front entrance. The surrounding landscape is dotted with seasonal foliage, providing a serene setting.

4.99 out of 5 average rating, 101 reviews

Beautiful Home w-Hot Tub & Pond access

This lodge style new build is the perfect place to relax and enjoy time with family and friends. 25 minute drive to Portland International Airport - Portland is known for its restaurants and shopping, 15 minutes to Gorham, only 30 minutes to Pine Point/Old Orchard beach, 20 minutes to the idyllic antiquing town of Cornish

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Standish vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Standish

4.96 out of 5 average rating, 76 reviews

A bright living area features large windows draped with light-colored curtains, allowing natural light to fill the space. A grey sofa and matching chairs are arranged around a central coffee table, creating a cozy yet open atmosphere, with tasteful decorations adding a welcoming touch.

Home in Gorham

Beautifully, Gambrel style home

4.97 out of 5 average rating, 39 reviews

A wooden platform is positioned on a grassy area, surrounded by low-lying vegetation. In the distance, expansive hills are visible under a clear blue sky, offering a panoramic view of the lush landscape and valleys beyond.

Vacation home in Cornish

Charming mountain retreat with endless views

A sandy shoreline is visible, leading to a calm body of water that reflects soft pastel colors in the sky. Rocks are situated along the water's edge, and a few scattered stones are seen on the beach, creating a serene atmosphere.

4.79 out of 5 average rating, 14 reviews

Standish / Sebago Comfort Zone

4.93 out of 5 average rating, 40 reviews

The exterior of a gray barn features a peaked roof and a large wooden door. An American flag is displayed, and a window is positioned above the entrance. Surrounding trees exhibit autumn foliage, and a white picket fence is visible in the background.

Barn in Hiram

Finished out barn apartment.

4.81 out of 5 average rating, 21 reviews

A vibrant sunset casts golden rays over the water, reflecting off the expansive lake. Silhouetted trees line the shore, while distant homes are faintly visible. The sky transitions from warm orange to soft purple hues, creating a serene ambiance over the landscape.

Cottage in Frye Island

Magical Lakeview Cottage on Frye Island, ME

4.93 out of 5 average rating, 15 reviews

A modern two-story house features an architecturally striking facade with large glass windows. The spacious deck is surrounded by black railings, providing ample room for outdoor seating. Lush green trees frame the property, while a gravel driveway is visible in the foreground.

Home in Windham

Sebago Lake Beach Paradise

The exterior of the modern two-story home showcases a welcoming façade in soft green tones, complemented by a spacious deck above. A kayak is neatly positioned on the grass, while an umbrella provides shade for outdoor seating. Lush greenery surrounds the property, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 26 reviews

Sebago Lake House w. mooring and sandy beach