Chalet vacation rentals in Old Orchard Beach

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Top-rated chalet rentals in Old Orchard Beach

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Guest favorite

Chalet in Gorham

4.85 out of 5 average rating, 67 reviews

Sebago area Water Front Camp On beautiful river

Waterfront camp in Maine for weekly rent Sunday to Sunday, that offers peace, relaxation and fun for a family or small group. The camp is located on the Presumpscot River in Gorham, Maine. So unique and offers up to 6 to sleep comfortably in any of the 2 bedrooms and an L-shaped couch in the living room. Sun-drenched property located on the Presumpscot River minutes from Shaw Park in Gorham, Maine for hiking, biking, horseback trail riding and more. Looking for that vacation camp in Maine that offers peaceful relaxation and fun on the water this is the camp in Maine for you and your family. Close proximity to Sebago Lake, 20 minutes to the Maine Mall and 35 minutes to the ocean and the summer fun of Old Orchard Beach full of rides and arcades and Pine Point in Scarborough, ME where you can enjoy lobsters and clams or jaunt to the Old Port of Portland, Maine for more options of fresh Maine seafood and night-life just 30 minutes away!

Guest favorite

Chalet in Denmark

4.95 out of 5 average rating, 74 reviews

Relaxing A-Frame with Hot Tub and Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome also! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Kayaks and hot tub provided! Come experience our slice of heaven for yourself, you won’t regret it!

Guest favorite

Chalet in Freedom

4.82 out of 5 average rating, 50 reviews

Lovely chalet nestled in Freedom New Hampshire

Feel right at home in this charming chalet! *Two-night minimum *Approximately 25 minutes from the Kancamagus Highway *Access to Lake Ossipee; Renter receives pass to beach - two minutes away; *Explore hiking trails *Tubing at Saco River in Conway *Golf at Indian Mound, less than ten minutes away *Shop- Settlers Green Outlets in North Conway - twenty minutes away *Race car enthusiasts, we are close to Club Motorsports in Tamworth *Ski/tubing/ice skate at King Pine - five minutes from the door

Guest favorite

Chalet in Conway

4.95 out of 5 average rating, 19 reviews

Your cozy home away from home - Red Maple Chalet

When you're at the Red Maple Chalet we want you to feel like you're at home - this charming chalet is great for a couples getaway or a family-friendly vacation. Enjoy the natural sunlight, open concept, three season sunroom, kids play room, and fire-pit as well as a lake-side beach up the road. A full size kitchen, grill, and coffee essentials make mealtime easy. Close to the best hiking in the White Mountains, outlet shopping, restaurants, Storyland, skiing, and the famous Kancamagus Highway.

Superhost

Chalet in Frye Island

4.76 out of 5 average rating, 82 reviews

Cabin in Paradise

Beautiful quiet and private cabin on Frye Island. Access Frye island via a 9 car ferry that runs every 15-30 minutes. Close to Portland. A beautiful 9 hole golf course with bar and grill, 15 public beaches, 2 marinas, a general store,restaurant, tennis courts, a pool, ball field, basketball court, and endless trails and roads to explore. Take bike rides to the store, catch frogs, fish for bass, play ball, and hang out at the beach! Our Bikes are included for with week long rentals.

Guest favorite

Chalet in Freedom

4.93 out of 5 average rating, 181 reviews

Cute cottage with lake access at beach club.

My entire house just waiting to be enjoyed! A great get away for relaxing. King Pine ski hill is close by for winter fun. Summertime, I am a member of the Lake Ossipee Village Beach Club on Broad Bay, the most sandy beach with facilities. Enjoy the beach! Nearby, Freedom Town Forest trails await hiking/biking or Goodhue Boat Co. has boat rentals. If shopping is a must, Conway is 20 minutes north as are other ski hills. Antique/resale shops are nearby. Guests love the updated décor.

Chalet in Conway

5.0 out of 5 average rating, 3 reviews

Cozy den chalet- pet friendly getaway

Experience white mountains in this beautiful, family friendly chalet perfectly located in Center Conway. Within just minutes of North Conway and Settlers green shopping outlets, 20min to Storyland and Saco river. Ski Cranmore 15min, Attitash 25min, King pine ski 15min or explore White mountains national forest! Our outdoor space offers perfect hangout all year round with firepit and comfortable patio seating with a brand new grill. Book now for an unforgettable mountain getaway!

Guest favorite

Chalet in Freedom

4.95 out of 5 average rating, 66 reviews

Lake Ossipee Village, Freedom, NH

Three bedroom, two bathroom, chalet located in Lake Ossipee Village. House has fully furnished kitchen, dining area, living room, bedroom, and bathroom on the first floor. Second floor has two bedrooms and a bathroom. House is air conditioned and has cable tv. Deck with furniture and grill overlooks scenic nature pond with view of mountains in the background. Enclosed porch (recently renovated) has all new leather furniture, knotty pine walls and ceiling. One acre of land

Guest favorite

Chalet in New Durham

4.96 out of 5 average rating, 146 reviews

Mountainside pet-friendly chalet w/ deck + views

This mountainside chalet offers guests cozy cabin vibes with modern amenities, comfortable furnishings, & seasonally updated décor. Enjoy the beautiful sunset/mountain views off our huge deck, the indoor gas fireplace (on/off switch!), or the crackle of an outdoor bonfire. Retreat back here after a day of exploring the adorable town of Wolfeboro, Lake Winnipesaukee, or the surrounding mountains. 2 well-behaved dogs are welcome with pet fee. IG: @thenewhampshiregetaway

Guest favorite

Chalet in Naples

4.96 out of 5 average rating, 94 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

Guest favorite

Chalet in Conway

4.95 out of 5 average rating, 107 reviews

HAPPY TREES: swanky chalet near Conway Lake & Saco

Happy Trees is a vintage chalet that has been thoughtfully renovated and styled. Our place is bright, airy, and open. It's the perfect home base for whatever you may want to do whether it's skiing, swimming, hiking, or simply relaxing and lounging around. Our place is a short walk to Conway Lake and a short drive from the Saco River. Conveniently located minutes from North Conway village. Follow us on IG (@happytrees_cabin) for additional content & information.

Guest favorite

Chalet in Standish

4.97 out of 5 average rating, 179 reviews

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.