Chalet vacation rentals in Old Orchard Beach

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Top-rated chalet rentals in Old Orchard Beach

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

Guest favorite
Chalet in Madison
Breathtaking mountain views - Hidden gem!
Chalet in the Clouds!⛅️ Relax & Rejuvenate w/ panoramic views of White Mountains from any of the 4 decks of Kailaśa Chalet! Perched on top of a mountain overlooking Mt Chocorua & Silver Lake w/ majestic views of Mt Washington Valley. So easy to get lost in the beauty of Kailaśa! Wake up to the experience of being above the clouds overlooking the valley! Settle down after dinner around the stone fireplace while watching your favorite shows on 65" TV It's not just a rental it's an experience!
$525 per night
4.99 out of 5 average rating, 67 reviews
Guest favorite
Chalet in Denmark
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!
$164 per night
4.95 out of 5 average rating, 74 reviews
Guest favorite
Chalet in Freedom
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.
$180 per night
4.93 out of 5 average rating, 179 reviews

Popular amenities for Old Orchard Beach chalet rentals

Family-friendly chalet rentals

Guest favorite
Chalet in Freedom
Lake Ossipee Village, Freedom, NH
$170 per night
4.95 out of 5 average rating, 65 reviews
Guest favorite
Chalet in Conway
Lakefront Chalet in White Mountains
$361 per night
4.78 out of 5 average rating, 23 reviews
Guest favorite
Chalet in Frye Island
Steps to Lake Sebago
$285 per night
5.0 out of 5 average rating, 8 reviews
Chalet in Conway
Charming Ski Chalet White Mts NH Beaches Skiing
$167 per night
4.74 out of 5 average rating, 96 reviews
Guest favorite
Chalet in Madison
Family Friendly Chalet minutes to North Conway NH
$339 per night
4.88 out of 5 average rating, 8 reviews
Chalet in Ossipee
Bluffs House overlook Lake Ossipee
$195 per night
New place to stay
Guest favorite
Room in Denmark
Long Pond Log Home Retreat
$160 per night
4.99 out of 5 average rating, 108 reviews

Lakefront chalet rentals

Guest favorite
Chalet in Naples
The Chalet~ 4 bed Lakefront Family Vacation
$471 per night
4.96 out of 5 average rating, 91 reviews
Guest favorite
Chalet in Madison
Hygge Hut Getaway, Mountain Views, Family friendly
$199 per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Chalet in Conway
Dog friendly chalet with private beach
$350 per night
4.98 out of 5 average rating, 41 reviews
Chalet in Conway
Cozy Waterfront Cabin with Amazing Location!!!
$249 per night
4.65 out of 5 average rating, 105 reviews
Chalet in Madison
White Mtns Waterfront Chalet w/ Private Beach
$192 per night
4.83 out of 5 average rating, 63 reviews
Chalet in Madison
Twin Pines Chalet 3BR w/Private Beach and Dock
$450 per night
4.93 out of 5 average rating, 29 reviews

Beachfront chalet rentals

Guest favorite
Chalet in Conway
Mountain Getaway: 5BR, Game Room, 5 Beaches!
$291 per night
4.92 out of 5 average rating, 25 reviews
Room in Rye
3 Bedroom, Beach Chalet on the Ocean!
$400 per night
4.67 out of 5 average rating, 6 reviews
Guest favorite
Chalet in Naples
The Chalet~ 4 bed Lakefront Family Vacation
$471 per night
4.96 out of 5 average rating, 91 reviews
Guest favorite
Chalet in Madison
Hygge Hut Getaway, Mountain Views, Family friendly
$199 per night
5.0 out of 5 average rating, 21 reviews
Chalet in Conway
Cozy Waterfront Cabin with Amazing Location!!!
$249 per night
4.65 out of 5 average rating, 105 reviews
Chalet in Madison
White Mtns Waterfront Chalet w/ Private Beach
$192 per night
4.83 out of 5 average rating, 63 reviews
Guest favorite
Chalet in Conway
Dog friendly chalet with private beach
$350 per night
4.98 out of 5 average rating, 41 reviews
Chalet in Madison
Twin Pines Chalet 3BR w/Private Beach and Dock
$450 per night
4.93 out of 5 average rating, 29 reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Old Orchard Beach
  6. Chalet rentals