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Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways

Photo gallery for Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways

Veiw of the back of the house and canal
Deck with fire pit and dining table
A tandem kayak and single kayak. Life jackets provided
4 bikes for your riding pleasure
Community pool. Memorial Day to Labor Day

Reviews

10 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 143200 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Selbyville, DE
  • Place, Assawoman Bay
    ‪20 min walk‬
  • Place, Ocean City Beach
    ‪3 min drive‬
  • Place, Maryland Beach
    ‪3 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪43 min drive‬

Rooms & beds

5 bedrooms (sleeps 14)

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

Bunk Room 5

2 Double Beds and 2 Single Beds

First Floor Master

1 King Bed

Second Floor Master

1 King Bed and 1 Crib

3 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Dining area

About this property

Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways

The Cleveland Beach House – Waterfront Luxury Just Minutes from the Beach

Relax and unwind in our spacious 5-bedroom, 3.5-bath waterfront retreat located in the coveted Cape Windsor community. The Cleveland Beach House offers the perfect balance—close to the action of Ocean City, MD and Fenwick Island, DE (just 5 minutes away!), yet far enough to enjoy peace, privacy, and unforgettable water views. Whether you're planning a family vacation, a multi-generational getaway, or a golf weekend near the award-winning Bay Side Golf Course, this 3,200 sq. ft. home has something for everyone.

✨ Highlights:

Waterfront views with a private dock, furnished deck, boat lift, and kayaks

Multiple master suites for privacy and comfort

Spacious open floor plan with multiple gathering spaces

Family-friendly with bunk room, game room, and baby gear included

Resort-style community amenities – pool (seasonal), playground, and boat ramp

Beach proximity – just a 5-minute drive to the MD/DE beaches

🏡 Inside the Home:

This beautifully decorated home features a large, open-concept main level combining the kitchen, dining room, family room, and all-season sun porch—perfect for entertaining and together time.

Living Area:

65" Roku Smart TV and plush sectional

Books, board games, and DVDs for all ages

All-season sunroom with A/C – a perfect morning coffee spot

Kitchen & Dining:

Fully equipped chef’s kitchen with 5-burner gas stove, double ovens, granite countertops, and stainless steel appliances

Large island with seating for 5, and dining with a view for 8

Additional dining/game table in the sunroom

🛏️ Bedrooms & Bathrooms:

Sleeps up to 14 comfortably across five well-appointed bedrooms:

Main Level:

Master Bedroom 1: King bed, 55" Roku TV, walk-in closet, ensuite with step-in shower

Upper Level:

Master Bedroom 2: King bed, sitting room with sectional and crib, 55" Roku TV, ensuite bath with soaking tub, walk-in shower, and dual sinks

Bedroom 3: Queen bed, 55" Roku TV

Bedroom 4: Two twin beds, 32" Roku TV

Bunk Room (Bedroom 5): Two pyramid bunks (twins over fulls), 42" Roku TV, foosball table, built-in stereo, and PS3 gaming system – a kid-favorite!

Hall bath with full tub (great for little ones)

🧳 Amenities:

Private dock, boat lift & ramp

Kayaks, fishing/crabbing gear

Bicycles for exploring

Gas grill & outdoor furniture

Ping pong table in garage

Two refrigerators – one in the kitchen, one in the garage

Washer/dryer and all linens/towels provided (just bring beach towels!)

Beach gear: Chairs, umbrella, toys, beach cart

Baby gear: Stroller, high chair, bouncy seat, booster, crib, pack & play

WiFi & YouTube TV (6 Roku-enabled Smart TVs)

Charging stations throughout

🌊 Location & Community Perks:

Cape Windsor is a quiet, waterfront community offering a lifeguarded pool (Memorial Day–Labor Day), year-round playground, and easy water access for boating and fishing. You're minutes away from Ocean City's vibrant boardwalk, Fenwick Island’s charming shops and restaurants, and top-rated golf.

Book your stay at The Cleveland Beach House – where coastal luxury, comfort, and location come together to create lasting memories.

Amenities:

- Waterfront location

- Kayaks, crabbing and fishing supplies

- Private deck, dock and boatlift

- Private gas grill

- Bicycles

- Six flat screen Roku TV's

- Two master bedrooms

- Two car garage

- Beach must haves: sand chairs, sand toys, umbrella, beach cart

- Baby must haves: stroller, high chair, bouncy seat, booster seats, crib and pack and
play

- Three lounge areas

- Ping Pong Table

- Fully equipped kitchen

- Free private WiFi

- YouTube TV: similar to cable

- Five DVDs player

- Washer/dryer

- Electronics charging stations through out the house

- Second full size refrigerator in the garage

- Game room with foosball & PS3 gaming

- Boat ramp

- 3200 square feet

-Tax free shopping



Location: Located 1 mile from the DE/MD beaches the house is away from noise and congestion and conveniently has parking for 5 cars on site (additional parking provided by the community). Bring your golf clubs to use on the 10 different courses all located within a 2 to 8 mile radius.

24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. Seasonally we are located within a mile of the home. This provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.

Keyless Lock: This home is equipped with a Smart Lock, allowing our guests their own personal access code. This provides easy, secure access to the property at check-in and throughout your stay. There's no need to check in at a separate location and no worries about loosing keys!

What's Included: The home is stocked with all your household essentials, high quality sheets and house towels, and a starter kit of laundry detergent, trash bags, dish and hand soap, tissues, etc.

Guests will be required to sign a booking contract with us to complete booking.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 27
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Rental agreement must be signed in order to complete booking

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Cashless transactions are available
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

This property does not have any lifts
A car is required for transport to and from this property

About the area

Selbyville

Located in Selbyville, this holiday home is near theme parks and on the waterfront. Jolly Roger Amusement Park is a popular attraction and the area's natural beauty can be seen at Ocean City Beach and Maryland Beach. Consider Seacrets for a night out or Thunder Lagoon Waterpark if you're travelling with kids. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in SelbyvilleOpens in a new window
Map
Selbyville, DE

What's nearby

  • Assawoman Bay - 20 min walk - 1.7 km
  • Fenwick Island Lighthouse - 2 min drive - 1.8 km
  • Ocean City Beach - 3 min drive - 2.1 km
  • Maryland Beach - 3 min drive - 2.1 km
  • Fenwick Island Beach - 3 min drive - 2.1 km

Getting around

  • Ocean City Station - 20 min drive
  • Ocean City, MD (OCE-Ocean City Municipal) - 25 min drive

Restaurants

  • ‪Harpoon Hanna's - ‬20 min walk
  • ‪Royal Farms - ‬3 min drive
  • ‪Warren's Station Restaurant - ‬5 min drive
  • ‪Matt's Fish Camp - ‬4 min drive
  • ‪Fins Ale House & Raw Bar - ‬2 min drive

Frequently asked questions

Does Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways have a pool?

Yes, this property has a pool.

How much does it cost to stay at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways?

As of 30 Mar 2026, prices found for a 1-night stay for 2 adults at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways on 2 Apr 2026 start from £421, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways pet-friendly?

No, pets are not allowed at this property.

How much is parking at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways?

On-site parking is available at the property.

What time is check-in at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways?

Checkout is at 10:00 AM.

Where is Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways located?

This family-friendly Selbyville holiday home is located on the waterfront, within a 15-minute walk of Assawoman Bay and Shark's Cove Marina. Ocean City Beach is 1.6 mi (2.7 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 78 out of 78 reviews
Rating 8 - Good. 0 out of 78 reviews
Rating 6 - Okay. 0 out of 78 reviews
Rating 4 - Poor. 0 out of 78 reviews
Rating 2 - Terrible. 0 out of 78 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

John P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host followed up on more than one occasion checking in making sure we were satisfied. Home was extremely clean and well organized. We will be staying there again.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Phil T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to stay to enjoy all the local attractions, restaurants and activities. Access to kayaks and crabbing equipment was great.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Deborah E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Home was great. Our granddaughters loved the bunk house, crabbing off the dock, and views off the sunroom. There was plenty of space for everyone.Would definitely visit again. Kate was a pleasure to work with.
Stayed 8 nights in Sep 2025
Verified

10/10 Excellent

Jayne L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

We had a great time and the place was beyond our expectations
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Lindsay L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Family-Friendly Home

Would absolutely stay again! The house was beautiful and spacious. My nephews loved crabbing off the dock. Location was great.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Pat B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This is by far the best managed, user friendly property we have ever stayed in. 5 star!

This house was immaculately clean and attention to detail was second to none. Our family was so appreciative .
Stayed 7 nights in Jul 2019
Verified

10/10 Excellent

Louis P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ocean City Fun with a side of Peace, Quiet and Tranquility

Very well maintained with a ton of extras from bikes to beach chairs and games and movies for those family fun nights! All on a beautiful and quiet waterfront dock.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Henry M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice spot for family gathering.

We enjoyed our brief stay while attending a family wedding. Kate was responsive, helpful and pleasant to deal with. Check in was easy and although we did not utilize them, the kitchen was well stock. The place was clean and well organized.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Diane W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golf trip stsy

House was perfect for 8 golfers. Spacious clean and very comfy. Host was very accommodating and let us check out later on Sunday
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Deb H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Trip

Kate was wonderful to work with. The house was clean was large enough for all 14 of us to enjoy. Close to restaurants and Game World where we all played laser tag!
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Bill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

JC Girls Getaway

Fabulous home for a girls' getaway! The house was beautiful and spotlessly clean; spacious and cozy. The outdoor deck was perfect for relaxing by the water. Kate was awesome and answered questions before & during our stay. An ideal place for a group of friends to reconnect 💝
Stayed 2 nights in Sep 2023
Archival

10/10 Excellent

Arlene A.

Beautiful Home and tastefuly decorated. Great furnishings!

We arrived and it was exactly as pictured on the web page. The beds were very comfortable and the view is wonderful. I went with 4 ladies for a golf outing and we enjoyed every minute of it. We even crabbed off the pier (caught a dozen crabs). I would highly recommend this property. The owners are very nice and easy to work with.
Stayed 4 nights in Sep 2017
Verified

10/10 Excellent

Stephanie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property! Great location!

This property is absolutely perfect! House is beautiful! Owners were accommodating, friendly and helpful! Great location to the beach and bay! The home was well stocked and clean. There are beach supplies and bikes to use. Loved the ping pong table and kids room. Garage fridge was handy. Definitely will rent again!
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Valentin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good stay during the fall

We had a great time in this house! There were so many activities to do. The house itself was clean and beautiful. We appreciate how the house was well stocked with plates and utensils to accommodate a larger family. This home was a great place to relax and to get a change of scenery. Thank you to the homeowners for being so communicative during our stay!
Stayed 2 nights in Oct 2020
Verified

10/10 Excellent

Joni C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We loved this home!

Thank you to our host and hostess for sharing their beautiful home with our family of 12! It is immaculate, spacious and just the right location...away from the hustle and bustle of Ocean City but still close enough if that’s your thing. You literally need only bring your food, beverages (the extra fridge in the garage was a blessing) luggage and beach towels, everything else is there. We highly recommend this property, and appreciated the great communication. Thank you!
Stayed 7 nights in Jul 2020
Verified

10/10 Excellent

Bridget O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bayside escape!

We really enjoyed our stay! Traveled with my parents and our two toddlers. The house was very clean. The garage was full of beach items, bicycles, and ping pong table. The community pool was a bonus! The master bedroom upstairs was a treat. Beautiful views of the water from multiple areas in the home. Owner so easy to talk with. We will definately look into renting again here in the future!
Stayed 5 nights in Sep 2023
Verified

10/10 Excellent

Joseph d.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Amazing Amazing

The property was everything we could ask for. Kids really enjoyed the bunk bed room and kept themselves entertained (but most of all out of trouble). We were able to use the provided chairs and wagon from the garage when we went to the beach. Fishing right outside the backyard was so convenient and at night we enjoyed family time at the fire pit. Kate is an extremely helpful host during booking and even during our stay. Our family had such a great time and will certainly come back and stay at this property.
Stayed 5 nights in Sep 2021
Verified

10/10 Excellent

Gary K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Vacation House

What a wonderful vacation house. Eight children, ranging in age from three to 16, were never bored. All that is needed at the house is your food. Everything is provided. Kate is very prompt in returning text messages or calls. Already reserved for next year. Thanks again, Kate Kushners and Martins.
Stayed 7 nights in Jun 2019
Verified

10/10 Excellent

Randi R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect relaxing week!

Everything was perfect from renting, checking in and to checking out. The property was beautiful and clean and extremely quiet. We really appreciated that when we were upstairs we couldn't hear the babies crying downstairs. Kate was always responsive to questions and even gave us the option of checking in early when the property was ready. The kitchen was well stocked with every utensil we needed and a great selection of spices. The only complaint was that a week was not long enough!!!
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Sara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location, amazing home.

We really enjoyed so much about this property! To start, it comfortably housed our family of 11, and had so many great amenities. The dock was a great space to gather, and there are kayaks, fishing gear and a paddleboard. Beautiful home inside and out, the kitchen was great for gathering, kids room with bunk beds made a great hangout spot, and every room has a TV + PS3. Master bedroom was definitely a highlight as well as the sunroom. Lastly, the hosts were extremely accommodating, and we appreciate you allowing us to have a great vacation here!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Jodie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Simply wonderful

We decided to do a last-minute Easter getaway (2 - families of 5 and Grandmom). Kate was extremely responsive, helpful and organized. Upon arrival, the home was sparkling clean and ready for guests. The house/property is well stocked and well cared for. Our children loved the board games, ping-pong table, and foosball table (and the upstairs double bunk room, of course). Weather was a bit chilly during out stay, but the kids enjoyed the basketball net and playground in the community. We hope to visit again so we can enjoy the water activities and more outdoor fun. Absolutely a 5 star experience!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Yili F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Family Trip

This is by far the best family trip ever. Everyone was having a great time here. Beside the beach, we spent most of the time in the house, on the dock, biking in the neighborhood. And the most fun part is crabbing right off the dock in the back of the house. Kids had a blast crabbing and kayaking. The house is super clean and has everything you need. Kitchen is fully stocked with lots of pots and pans. We love the cute plates and bowls they have. The house feels very homey. Owner Kate and Dave are super nice. We love that every light swith is labelled and the instructions for everything is all very clear. We definitely will come back again!
Stayed 7 nights in Aug 2020
Verified

10/10 Excellent

Greg H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything and Then Some!

My wife and I have used VRBO, both for domestic and international stays, for several years now and Kate is the best owner we have ever had the pleasure to work with. She was very accessible and helpful before our stay answering our questions about the house, equipment, and local restaurants. She called shortly after our arrival to be sure we were comfortable and to answer any questions we might have had. The house was very nice, clean, well-maintained, and well-stocked with all the essentials and a lot of great extras like a foosball game, ping-pong table, bikes, beach toys, kayaks, etc., etc.. The home was exactly as advertised, pictured, and described. Great location and convenient to local attractions and great restaurants. This home has it all and then some!
Stayed 6 nights in Sep 2019
Verified

10/10 Excellent

mary L.

Fabulous House

What an amazing vacation! This house has everything you could possibly want. We were a family of 6 adults and 4 kids ranging in age from 7-17. The house was perfect for us. The kids enjoyed crabbing off the dock, riding the bicycles and especially the bunk room with the game table. The owners have thought of everything. The house is decorated beautifully with modern designs yet very comfortable. The community pool was a real bonus. We could go to the beach in the morning and lounge at the pool in the late afternoon. We have rented many houses for our annual family vacation. This one was by far the best. Thanks Kate and David for sharing your house. Mary from Maryland
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Family Getaway

After a wedding in Philly our family decided to book a vacation to the Delaware shore. There were 13 of us total including 9 adults and 4 kids (12, 4, 3, and 1). The house is exactly as described and everyone loved it. My 3 year old and I went kayaking most mornings and fished/crabbed off the dock which he loved. Everything is close including the beach, water park, go karts, shopping, and great restaurants. The host was extremely responsive and helped us quickly with minor issues upon arrival. The community pool and playground were a nice amenity to have. I would only point out that the crib mattress in the master bedroom upstairs is a bit flimsy so I would recommend bringing your own travel crib. We would consider booking this property again!
Stayed 7 nights in Aug 2021

About the host

Hosted by Kate Stapleton Viola

Host profile image
Hi! We’re a beach-loving family of five,Three adulting kids who have spent many summers making memories along the coast. My husband and I started dating at the beach, and we always dreamed of owning a home where we could gather with friends and family. The Cleveland Beach House is that dream come true.
We've always loved entertaining, so opening up our home to guests like you is a natural extension of who we are. From the spacious kitchen to the cozy bunk room and water views, every corner was designed to be shared and enjoyed.
We hope your time here brings you as much joy, laughter, and relaxation as it brings us. Whether you're crabbing off the dock, sipping coffee in the sunroom, or watching the sunset from the deck we hope it feels like your home away from home.

Why they chose this property

We chose the Cleveland Beach Pad because it’s the kind of place that brings families together. Whether it's extended family reunions or friends vacationing as a group, this home offers plenty of space for together time as well as private retreats when you need them.
With multiple master bedrooms and several cozy hangout areas, each family can spread out and feel at home. The first-floor master is perfect for guests who prefer to avoid stairs, and the fenced dock area gives peace of mind for those with curious toddlers.
We’ve always loved spending time with our extended family, and this home was truly made with that in mind. We hope you feel the same sense of connection and comfort here that we do every time we stay.

What makes this property unique

The Cleveland Beach Pad is ideally located just 1 mile from the beach and all the excitement of Ocean City, MD, close enough to enjoy the boardwalk, shopping, restaurants, and entertainment, but far enough to retreat to your own peaceful oasis at the end of the day.
After a fun-filled day, unwind with a quiet moment on the dock as the sun sets over the water. For those days when you want a break from the beach, take a dip in the community’s life-guarded pool (open Memorial Day to Labor Day), or spend time fishing or crabbing right off the private dock. Then, bring your fresh catch into our fully equipped kitchen and enjoy a relaxed dinner at home.
Whether you're looking for adventure or tranquility, this location offers the best of both worlds.

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