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Chalet vacation rentals in Maldonado

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Popular amenities for Maldonado chalet rentals

Family-friendly chalet rentals

A charming white exterior of a building is framed by lush greenery. The entrance features a wrought iron gate and a sign displaying 'La Peregrina.' Large windows are visible on either side, adding to the inviting atmosphere of the structure.
Chalet in Maldonado
4.85 out of 5 average rating, 13 reviews

Colonial Chalet 5 blocks from Playa Mansa

MarcelaRating, 5 stars4 months ago
Alicia is lovely, very predisposed and friendly. The house has all the comforts to spend a quiet vacation and is very well located: in a safe area and close to the main tourist points. Ideal for family vacations. 100% recommended!
The open living area features high wooden ceilings and large windows allowing natural light to fill the space. A stone fireplace serves as a focal point, complemented by comfortable leather sofas and a refined dining area. Warm pendant lights hang above a wooden table.
Chalet in Punta del Este
5 out of 5 average rating, 3 reviews

Beautiful house in the farmland area, 5 minutes from La Barra

FredericRating, 5 stars40 months ago
This is a wonderful place to have a relaxing holiday in Punta del Este. It is very close to La Barra but away from all trafic and noise. Magnificent garden, total calm. The house is impeccable and so nicely decorated and soothing. Everything works perfectly. Beds are great. Bathrooms are spacious. Hosts are so kind and welcoming. We shall come back! Thank you Inès and Guillermo
A single-story chalet is set amidst lush greenery, featuring a stone pathway leading to the entrance. Large windows allow natural light to fill the inviting facade, complemented by manicured lawns and vibrant flowers. Towering trees provide shade, adding to the serene atmosphere.
Chalet in Punta del Este
4.5 out of 5 average rating, 19 reviews

Chalet in Punta del Este.

JavierRating, 5 stars89 months ago
We had a great time, the house is very comfortable, the park is beautiful, very well located and the neighborhood is super quiet. Ideal to relax. We are very satisfied and grateful for the attention.
A charming single-story house features a brick exterior with a welcoming porch. Large windows provide views of the surrounding garden, which is lush with greenery and colorful flowers. The peaceful setting is enhanced by the clear blue sky and ample outdoor space.
Chalet in La Barra
4.94 out of 5 average rating, 17 reviews

House in La Barra - Punta del Este

RyanRating, 5 stars3 months ago
Ana's house is great. The absolute best feature about it is the verdant garden. My kids had an awesome time just hanging out there chasing dragonflies. The house itself is nice and reasonably spacious. Definitely on the more rustic side, but cozy and comfortable. The beds were fairly comfortable, and the shower worked well- I would estimate enough hot water for about 2 people in quick succession. The internet was solid. Though I forgot to test the speeds it loaded 2k Youtube videos without issue. All of the windows have screens, so it's easy to open them up to get good airflow throughout the house. The location is fantastic- just a few blocks from the beach and the main road with restaurants, cafes, and shops. Ana was a pleasure to deal with, super responsive, really nice, and flexible with managing our arrival and departure times. I would gladly stay here again!
Chalet in Punta del Este
4.5 out of 5 average rating, 20 reviews

english beach front house

LinetteRating, 5 stars16 months ago
Spectacular house! I recommend 100% The best location in Punta del Este, on the peninsula half a block from the beach, 2 blocks from the Disco supermarket, 1 block from Gorlero, 2 from the port, we did not have to take the car for absolutely anything, we were everywhere walking, better impossible. The divine house, much larger than what you see in photos, environments, and large rooms. The spectacular pool and huge garden, to enjoy the family and dogs as it is completely perimeter by a wall. Best of all BBQ! Completely closed (we made roasts with rain and not 1 drop comes in) and with capacity for at least 12 people sitting comfortably on the table, added to a living room where there are about 6 more people. Ileana and José super friendly and attentive to everything, flexible with check-in and check-out times for which we greatly appreciated. We will return for sure.
A classic chalet is situated within a spacious green park, framed by tall trees. The brick facade features large windows allowing natural light to fill the interior. A manicured lawn enhances the peaceful and tranquil setting.
Chalet in Maldonado
4.57 out of 5 average rating, 44 reviews

Experience Punta del Este in a California Park Chalet

AlvaroRating, 5 stars6 months ago
Everything was great. the comfortable house complete and close to the beach. Impeccable care.
Superhost
A well-maintained saltwater pool is surrounded by a spacious deck, complemented by two lounge chairs. Lush greenery provides privacy, enhancing the serene atmosphere of the outdoor space.
Chalet in Punta del Este
5 out of 5 average rating, 4 reviews

San Rafael, heated pool, near the beach

RaquelRating, 5 stars14 months ago
The attention excellent The house is very comfortable and the environment wonderful The pool enjoyable
A modern two-story house is framed by lush greenery, with a wooden gate leading to a gravel pathway. The exterior features a blend of dark walls and light roof, complemented by large windows that provide natural light to the interior.
Chalet in Sauce de Portezuelo
4.94 out of 5 average rating, 17 reviews

Between the forest and the beach in Sauce de Portezuelo

PabloRating, 5 stars5 months ago
Juan's house has everything you need to spend a few nice days with your family. The area is very quiet and a few meters from the beach. Juan was an excellent host, very friendly and very helpful. Highly recommended!

Luxury chalet rentals

A gaming room featuring a green pool table positioned centrally, surrounded by light-colored walls and tile flooring. A warm lamp is placed nearby, along with a small desk and two chairs. Natural light floods in through large windows, contributing to a bright atmosphere.
Chalet in Punta del Este

Spacious house exclusively for families of 11 guests

AlinorRating, 5 stars5 months ago
“Perfect stay!” Sissi's house is very well located, close to everything we needed, and was impeccable. She was a super attentive host, always available to help us and make our experience even better. I highly recommend and I hope to return soon!
Chalet in Punta del Este
5 out of 5 average rating, 4 reviews

Excellent Casa en Medanos de San Rafael ...

LuisRating, 5 stars64 months ago
The house is special to enjoy as a family. Spacious, comfortable, well located. It has everything you need and more. The patio is very nice and large. Hot tub, pool, and soccer court. Oven and grill with wood already cut off!! All pieces have a swite bath. Juan is a great host with his guests. Quick answers and good vibes!
A sunlit patio is viewed, featuring two lounge chairs positioned on terracotta tiles. Lush greenery surrounds the area, including a tall palm tree and various shrubs, offering a serene outdoor setting. Bright blue sky complements the natural landscape.
Chalet in Punta del Este
5 out of 5 average rating, 3 reviews

Seaside house on the Peninsula

María EugeniaRating, 5 stars61 months ago
The house has an amazing location, one block away from the lighthouse in the heart of the peninsula. You are very close to the sea and all the comforts and services. It is super comfortable, spacious, very warm and has everything you need for a perfect stay. From above there is a beautiful view of the ocean and sunsets. Although autumn, we take advantage of the garden, a barbecue and the use of this area. Super friendly and friendly hosts, we maintained very good communication being available at all times. Highly recommended!
Guest favorite
Chalet in Punta del Este
5 out of 5 average rating, 5 reviews

Beautiful 4 bedroom house, heated pool park

ThomasRating, 5 stars3 months ago
A very cosy and comfortable home in a very tranquil neighborhood.
Guest favorite
Chalet in Piriápolis
4.88 out of 5 average rating, 25 reviews

House 200 meters from Playa San Francisco

ManuelRating, 5 stars3 months ago
We had a great time at Javier's. You can walk to San Francisco beach. It has a grill and oven in the back, nothing is missing. Thanks Javier!
A refreshing swimming pool is set within a naturally landscaped yard, bordered by lush greenery. Wooden decking leads to the pool's edge, while two striped lounge chairs, positioned nearby, invite relaxation under the sunny sky.
Chalet in Punta del Este
4.36 out of 5 average rating, 11 reviews

Nice and spacious villa with a pool and jacuzzi!!

NatháliaRating, 5 stars16 months ago
The house complies with the ad, well-equipped, the leisure area is wonderful, perfect for enjoying hot and sunny days with family or friends!
The exterior of a spacious chalet is displayed, surrounded by a well-maintained lawn and mature trees. The sloped roof and wooden accents feature prominently. A fence partially encloses the property, while a vehicle is parked nearby, indicating ease of access and a welcoming residential environment.
Chalet in Punta del Este

House in Punta del Este - 2025 Season

EileenRating, 5 stars4 months ago
It was a wonderful week, very nice house in a beautiful neighborhood. We were able to walk to most places. Veronica was a wonderful host and was very easy to communicate with. We would definitely go back!
An open living area features a high, thatched ceiling with a decorative chandelier. A curved sofa sits around a wooden coffee table, complemented by a plush area rug. Large windows allow for ample natural light, enhancing the spaciousness of the room.
Chalet in Punta del Este

Upper Cabin

PaulaRating, 5 stars27 months ago
Great home! Exactly as described in the details! Host warmth and flexibility of the host!

Beachfront chalet rentals

A charming chalet features a brick exterior with a pitched roof, surrounded by lush greenery and vibrant flowering plants. A pathway leads to the entrance, where natural textures and colors enhance the inviting landscape. A tall tree and a stone accent further enrich the outdoor space.
Chalet in Montoya
5 out of 5 average rating, 6 reviews

Montoya 2 blocks from the sea, nice and comfortable Jazmin

CarolaRating, 5 stars3 months ago
Very nice house in the best area of Montoya, quiet but close to everything... two blocks from the beach, very spacious bedrooms, very good bathrooms and a large social area. Well-equipped, very comfortable garden, grill... in general the house is bigger and nicer than what you see in the photos! The host was super attentive and resolved all issues. Definitely a great option to stay! Nice to meet Candela!!!
Chalet in Punta del Este
5 out of 5 average rating, 7 reviews

excellent chalet w/ocean view and Gorriti Island

CeciliaRating, 5 stars3 months ago
Beautiful home right in the heart of most major attractions. Great spacious home with a nice sized kitchen, living room, huge BBQ area in the back, multiple bedrooms and bathrooms. The back yard is like an enchanted garden, and wraps around this amazing chalet with vines of fragrant flowers. The front porch was the place where we enjoyed the most. It overlooks a quiet beach with amazing sunsets every single day, and tide pools in the morning to explore. Photos don't do it justice.
Guest favorite
An indoor pool is located within a glass-roofed space, surrounded by green walls and potted plants. Comfortable lounge chairs are positioned around the pool's perimeter. The water is clear and reflects the ceiling's structural details, creating a serene environment.
Chalet in Punta Colorada
5 out of 5 average rating, 16 reviews

Heated pool half a block from the beach.

ValentinaRating, 5 stars2 months ago
The location is beautiful for those looking to relax. One short block to the beach We really enjoyed the heated pool (very well heated) and the sunsets on the beach. The house is very well equipped, it is a very nice place to go and enjoy with friends or family.
A spacious living area is illuminated by natural light, with a comfortable seating arrangement centered around a wooden coffee table. An adjoining dining space features a wooden table surrounded by chairs. Simple decor elements, including artwork and plants, enhance the inviting setting.
Chalet in Santa Mónica
4.36 out of 5 average rating, 11 reviews

Capacity for 6 people, 120 meters from the sea

MarceloRating, 5 stars3 months ago
We had a lot of fun being at Mariana's. She was an excellent host, always very helpful and even brought us an electric coffee maker at night so we could make the coffee the next day. She is extremely polite and kind. The house is exactly as shown in the photos so whoever is looking for a quiet place to stay and that is calm is going to the right place when renting Mariana's house.
Guest favorite
A view of the sea is presented, with sailboats gliding across the water. A palm tree with long fronds stands in the foreground, while a striped pathway leads towards the shoreline.
Chalet in Punta del Este
4.73 out of 5 average rating, 45 reviews

Historical center, by the sea. Sunset is a must.

CristinaRating, 5 stars4 months ago
We truly spent a few precious days. The perfect house for a large family like ours. The location is great for those who want to enjoy being by the sea and appreciate its spectacular sunsets. We'll definitely be back !!!!!!!!
A modern house features large glass windows that allow natural light to fill the interior. A covered porch extends from the front, providing a space with outdoor seating. Lush greenery surrounds the home, enhancing the serene landscape.
Chalet in La Barra
4.72 out of 5 average rating, 18 reviews

Divine 2x2 heated pool 30 meters from the beach

SofíaRating, 5 stars6 months ago
Our stay at Marco's house was excellent! The house is beautiful and very spacious. The host was always available for any questions or queries we had, and make sure we were at ease.
A single-story building features a classic tile roof and a warm brick exterior. Decorative pots with greenery decorate the front, and a stone pathway leads to the entrance. Large windows allow natural light to fill the space, enhancing the connection to the surrounding nature.
Chalet in Punta del Este
4.57 out of 5 average rating, 7 reviews

Summer house in the heart of the pine forest, PDE

Cristina LeonorRating, 5 stars16 months ago
we had a few wonderful days in Mario's house. it's a very comfortable and very complete house! We felt more EU at ease in it , it was like being at home. we would definitely stay there again.
A well-maintained outdoor space features a rectangular swimming pool and a circular hot tub. Sun loungers are positioned nearby, and a two-story house with a tiled roof is visible in the background. Trees surround the area, providing a natural setting.
Chalet in Punta Ballena
4.4 out of 5 average rating, 5 reviews

Beautiful House in Punta Ballena 50 meters from the sea!

MauroRating, 5 stars3 months ago
Very good. We passed it out of 10. Close to the beach all pristine.

Quick stats about chalet rentals in Maldonado

  • Total rentals

    120 properties

  • Nightly prices starting at

    G$6,295 GYD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    60 properties have a pool

Destinations to explore