Casco Bay vacation rentals

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Top-rated vacation rentals in Casco Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favorite

Condo in Kennebunk

4.89 out of 5 average rating, 204 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Top guest favorite

A wooden dock extends over vibrant green marshland, leading to a serene body of water. Lush trees and rolling grass create a peaceful backdrop, emphasizing the natural beauty of the surroundings.

Apartment in Arundel

4.98 out of 5 average rating, 330 reviews

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

Top guest favorite

Home in Windham

4.94 out of 5 average rating, 126 reviews

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.

Superhost

A charming cottage is nestled among vibrant trees, displaying shades of orange and yellow. Outdoor seating is provided by several blue chairs arranged on a manicured lawn, with a pathway leading to a sunroom that features numerous windows allowing natural light to flood the space.

Home in Wells

5 out of 5 average rating, 3 reviews

"In Tempore" Cottage

Relax in this calm, stylish space. New for 2024, "In Tempore Cottage" at Summer Village! Downtime at the right time! Enjoy the many amenities: tennis, pickle ball, putting green, ball fields that provide unobstructed stargazing on clear nights, heated pools, hot tub, indoor gym, playground. Ride the resort trolley in season. Bike, or walk along peaceful forests. New! Discounted rates for fall! **Linens and towels not included. Guests must supply their own or rent from Cottage Linens**

Guest favorite

A sandy beach scene is captured, featuring colorful kayaks arranged neatly in the foreground. Sunbathers and beachgoers enjoy the sunny weather, with umbrellas dotting the shoreline. A smooth ocean extends to the horizon, framed by a clear blue sky.

Townhouse in Kennebunkport

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Superhost

A wooden dining table is surrounded by six matching chairs on a spacious deck. A small vase filled with colorful flowers sits at the center of the table. Beyond the deck, trees provide a lush backdrop, with green views extending toward the distant golf course.

Apartment in Kennebunkport

4.93 out of 5 average rating, 29 reviews

Charming Kennebunkport

This gorgeous one bedroom apartment features floor-to-ceiling windows overlooking the prestigious Cape Arundel Golf Course and Kennebunk River. With hardwood floors throughout, updated stainless appliances, a private deck with teak furnishings, and views in all directions, this apartment is even more spectacular than the pictures show. If traveling with a larger group, consider booking the downstairs 2 bedroom apartment as well.

Guest favorite

A colorful Welcome to Kennebunkport sign stands prominently at the bridge entrance. Below, a charming red building on stilts is seen, featuring a conical rooftop. Surrounding structures showcase classic New England architecture, enhancing the coastal charm of the area.

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Guest favorite

A small cabin features a welcoming front porch with two red adirondack chairs. The exterior is light-colored with blue shutters and a white door. A wooden ramp and steps provide access, surrounded by grass and shaded by trees, offering a comfortable entrance to the space.

Home in Old Orchard Beach

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Superhost

A bright dining area features a large glass table surrounded by six black wooden chairs. Natural light filters through three large windows, and a simple floral centerpiece sits at the table's center. A modern chandelier hangs above, complementing the neutral-toned walls.

Apartment in Portland

4.83 out of 5 average rating, 139 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

Guest favorite

A spacious living area features a comfortable chaise lounge and an open layout connecting to a dining area with modern lighting. A built-in bookshelf filled with colorful books adds a touch of character to the room, while hardwood flooring enhances the overall warmth.

Home in Ogunquit

5 out of 5 average rating, 25 reviews

Hoyts Ahoy

Escape to the coastal beauty of Ogunquit, Maine, where your ideal vacation home awaits. This charming ranch-style 3-bedroom, 1.5-bathroom home has an appealing terrace and yard for gatherings, as well as a side patio with river and ocean views. The comfort and convenience are within steps of downtown Ogunquit, which offers everything from the beach, river, the famed Marginal Way, restaurants, and shops.

Guest favorite

Home in Boothbay

4.98 out of 5 average rating, 51 reviews

Postcard views, ocean front and idyllic cove

Cozy and comfortable unique home nested on the granite ledge at the mouth of Little River and the open ocean in East Boothbay, Maine. Marvel in glorious views from every window, deck and porch. Soak in the salt water hot tub, light up the evening by the outdoor fireplace or just get lost in the starry night sky. Most of all, enjoy every moment and make lifetime memories!

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What guests are saying

Dream Catcher at the beach

5 out of 5 average rating, 7 reviews6 months ago

We really enjoyed staying at Shelli's Dream Catcher guesthouse. Access to a beautiful beach almost directly across the street, and great views of the marsh directly out of the back windows. The place was clean and well laid out. Shelli was responsive and gave us an unexpected early check-in. Sunsets and sunrises were awesome. We stayed in late October, so I believe some of the restaurants within walking distance were closed at this point. Still, it's a great location in Wells, and only a short drive from area restaurants, shopping and other locations. We would recommend Dream Catcher at the Beach!

Guesthouse in Wells

What guests are saying

Charming mountain retreat with endless views

4.97 out of 5 average rating, 33 reviews5 months ago

Scott's place had a beautiful view of the Fall foliage, mountains, and Sebago Lake in the distance. the property was peaceful and a true escape from city life. The place has a definite country feel. Scott and Kath were very responsive to all of our questions and requests. Plenty of space for our party of 3. Would stay there again.

Vacation home in Cornish

What guests are saying

Maine Oceanfront Cottage

4.94 out of 5 average rating, 33 reviews1 week ago

We had a great stay. The space was small but exactly what we needed. We came to Maine to experience the sights and the dining and this space was a comfy, cute space to come back to and relax. We did not grasp how close to the road the house was and was a little noisy with the traffic, but overall pretty quiet. Overall it was a great stay for our intended use and we would book it again.

Home in York

What guests are saying

Ogunquit Beach House - New Listing -Great Location

4.92 out of 5 average rating, 38 reviews8 months ago

This house is everything and more. Amazing location, plenty of room, comfortable and clean. We had a blast. Close walk to town and beach. Aaron had plenty of beach chairs and a beach carrier for all your stuff. Plenty of space to park, grill, AC in all rooms. Was fantastic. Can’t wait to be back!

Home in Ogunquit

What guests are saying

Relaxing BEACHFRONT in southern Maine( B)

4.68 out of 5 average rating, 31 reviews7 months ago

Susan was great! It was a little tricky getting in but that was likely because we arrived after dark. The place was neat and tidy and the view was incredible. Added bonus of plenty of chairs to sit and bring to the beach. Great host, can't wait to come back :)

Apartment in Old Orchard Beach

What guests are saying

The Bellemark | Lakefront Cabin + Amazing Views!

5 out of 5 average rating, 18 reviews6 months ago

This was a beautiful spot. We loved the little table in the living room, which was filled with games and infant toys. There were outlet covers and reasonably kid proofed so we could let our baby crawl around. The view was beautiful, rooms were clean, and the space was nicely decorated. There were kayaks, fire wood, a wood burning fire place, and fire pit outside. We didn’t have much time, but if we’d spent a few days here, it would have been neat to take advantage. The view is definitely the selling point. Mountains surrounding a lake, boats every so often, miss coming up from the water. It was just a very nice little slice of mountainous Maine.

Cabin in Fryeburg

What guests are saying

Unit 3 Getaway - Perfect for Families!

4.89 out of 5 average rating, 9 reviews8 months ago

Perfect size for our family of 4. Location to the beach was a short walk across the street. Kitchen was modern and clean. The beds were comfortable. Pillows were available to use but we brought ours from home. Two bathrooms are always a plus with two teenage girls, only request from them was a full length mirror in the 2nd bedroom to check out their outfits. Owner reached out during our stay to check in and see if everything was going well. Very thoughtful. Would highly recommend a stay here.

Townhouse in Old Orchard Beach