Pinnacle Pointe | Year-Round Pool Spa Lake Theater
Entire villa in Middletown, New York, United States
- 16+ guests
- 7 bedrooms
- 12 beds
- 8 baths
Rated 4.92 out of 5 stars.
Extraordinary homes, vetted for quality.
Hosted by Pinny And Ushey
- 5 years hosting
Listing highlights
Private pool, hot tub, and sauna
A heated saltwater pool, private hot tub, sauna, and home theater on the property
Spotless and beautifully maintained
Guests describe a luxury experience with a spotless, beautifully maintained home and attentive host
Escape to Pinnacle Pointe by Relaxtay — a stunning 9,500 sq ft mountain estate on 600 private acres, just 1.5 hours from NYC. In winter, enjoy a serene snow-covered retreat with panoramic mountain views, a year-round enclosed heated pool, private lake, sauna, gym, spa room, theater, bar, arcade, and chef’s kitchen. Sleeps large groups in luxe suites and bunk rooms. Private events are welcome with advance approval.
The space
✨ What You'll Love
🏔️ Panoramic mountain views from every angle
🏊♂️ Year-round heated pool with loungers, spa jets, LED lighting & waterfall
🌅 Private lakefront ceremony deck with pergola, kayaks & fishing
🎬 Professional home theater, gym, sauna & full spa/massage room
🍸 Entertainment bar, luxury pool table, arcade & dual TV zones
🛌 Sleeps large groups across multiple suites + bunk rooms
👨🍳 Fully equipped chef’s kitchen, outdoor BBQ & oversized dining decks
🛏️ Curated by Relaxtay with only the finest bedding, towels & décor
💍 Private events welcome with advance approval
📐 The Space
Step into a dramatic timber-framed foyer that opens into a soaring great room with a full wall of windows overlooking the mountains. A wood-burning stone fireplace ( Decorative fireplace — not functional for guest use ), grand piano, and luxurious furnishings set the tone for a truly special stay.
🏠 Main Level Includes:
⭐ Great room with vaulted ceilings, fireplace ( Decorative fireplace — not functional for guest use) & electric grand piano
🍽️ Formal dining area + chef’s kitchen with espresso bar, island & two sinks
🛁 Primary master suite with spa bath, soaking tub, walk-in shower, two walk-in closets, private deck & hot tub
🔥 Private office with fireplace and valley views
🍖 Access to expansive view deck with BBQ and outdoor dining
🎮 Entertainment Level:
🍸 Open bar area with lounge seating, fireplace & mounted TV
🎯 Game room with pool table, arcade machine & second TV area
🎥 135” home theater with surround sound, Xbox & Blu-ray
💆 Spa room with 2 massage chairs, massage table & wellness supplies
🧖 Cedar sauna with essential oils & custom headrests
🏋️ Full gym with treadmill, weights, rowing machine, stationary bike & 65” smart TV
🍷 Wine cellar with moody lighting & secure storage
🚿 Full bathroom + changing area for pool guests
🚪 Direct walkout access to pool
🛏️ Upper-Level Suites:
🛌 Two private queen bedrooms with en-suite bathrooms, smart TVs & luxury finishes
🛏️ Two interconnected bunk rooms (sleeps 8) with full bath, closets & fun decor
🛋️ Queen pull-out sofa in open hallway overlooking the great room
👩👧👦 Family suite wing with:
• 🛌 One queen bedroom with built-ins, reading chairs & a full bathroom
• 🛏️ One room with two queen beds, lounge table & full bathroom with double vanity & walk-in shower
🚪 Private entrance & separate staircase for added privacy
🌲 Outdoor Highlights:
🏊♀️ Heated year-round pool with spa, waterfall, lighting & retractable enclosure
🌅 Lake deck with pergola & benches — perfect for ceremonies or yoga at sunrise
🛶 Kayaks & boat provided (life vests included)
🔥 Firepit with half-circle stone seating
🌴 Hammock, playground & gazebo
🍽️ Multiple outdoor dining & lounge areas
💍 Events & Gatherings
We welcome milestone celebrations, wellness retreats & more — but all events must be approved in advance. Please share full details of your event plan, guest count, and vendors before booking.
🧘♀️ A Signature Relaxtay Stay
Pinnacle Pointe isn’t just a vacation rental — it’s a place to connect, indulge, recharge, and explore. Every detail has been thoughtfully designed to provide a 5-star luxury experience in nature’s most inspiring setting.
Guest access
🍸 Entertainment bar, luxury pool table, arcade & dual TV zones
🛌 Sleeps large groups across multiple suites + bunk rooms
👨🍳 Fully equipped chef’s kitchen, outdoor BBQ & oversized dining decks
🛏️ Curated by Relaxtay with only the finest bedding, towels & décor
💍 Private events welcome with advance approval
Other things to note
📋 Booking Requirements
🌙 Respect for Our Surroundings
While Pinnacle Pointe sits on over 600 private acres, sound carries surprisingly well across the mountain valley—especially at night.
We want you to fully enjoy your stay, celebrate, and spend time outdoors. We simply ask that all outdoor music and noise remain at a respectful volume, particularly during the evening and overnight hours.
If music or noise becomes excessive enough to disturb neighboring properties or results in complaints, guests may be required to lower the volume immediately, and repeated violations may result in additional fees or termination of the reservation.
📝 Rental Agreement
All guests must sign a rental agreement after booking confirmation. If you’re not comfortable signing, you may cancel within 1 hour of receiving it for a full refund.
🧾 Guest Verification
For safety, guests may be asked to complete a check-in form with a valid government-issued ID and a selfie to confirm identity and age (25+), even if already verified on Airbnb.
💳 Security Hold
A $1,000 credit card authorization hold is required after booking confirmation to cover potential damages.
🛌 Sleeping Capacity
Sleeps up to 24 guests, including 2 on the sofa bed near the master suite and 2 on the upstairs hallway pull-out. For larger groups, please contact us before booking.
🍽️ Respect Our Home
To help us maintain pristine conditions, please eat and drink only in the kitchen and dining areas.
🚫 Do Not Rearrange Furniture
Please leave furnishings as they are arranged.
🐾 No Pets
Pets are not permitted inside the home.
🚭 Non-Smoking
Smoking and recreational drugs are strictly prohibited on the premises.
👥 Registered Guests Only
Only guests listed on the reservation are permitted on the property.
🎉 Events
Events are allowed with prior written approval. Reach out at least 7 days in advance with details (type, guest count, age range, etc.). All third-party vendors (chefs, tent rentals, etc.) must be pre-approved.
Please note: Approval to host an event does not waive our expectation that outdoor music and noise remain respectful of surrounding properties.
🕰️ Check-In & Check-Out
Please respect designated times so our cleaning team can fully prepare the home. Early check-in or late check-out may be possible, subject to availability.
🔒 Safety and Security
🚨 Alarm System
The alarm is disarmed during your stay. Please do not tamper with it — if triggered, it automatically contacts police.
🚪 Doors & Safety
Ensure all doors are properly closed and locked before leaving. This prevents insect entry and helps maintain security.
📹 Security Cameras
The outdoor areas are monitored 24/7 for safety. There are no indoor cameras.
🌲 Nature and Wildlife
🐞 Pest Control
Regular pest control is performed, but as a mountain estate, occasional bugs may appear. Our team is happy to assist if needed.
🦌 Wildlife Notice
You may see deer, wild turkeys, and on rare occasions, a bear. Never leave food outside and keep trash in sealed bins.
🗑️ Trash Policy
Please place all garbage in the designated containers and ensure lids are closed to avoid attracting wildlife. Trash pickup is usually every Thursday, if you need an additional pickup let us know.
🔧 Amenities & Maintenance
🧼 Pool & Hot Tub
Serviced weekly, usually on Tuesdays. While we aim for spotless conditions, weather or prior guest use may affect appearance. Pre-arrival cleanings can be arranged with 48-hour notice for $200 (subject to availability).
🔥 Pool Heating
Available for $200/day, set to 87°F. Please request at least 48 hours in advance.
🔄 Pool Enclosure
The pool has a retractable enclosure to keep the pool warm and useable in the winter. Please do not attempt to open or close it by yourself.
🪵 Fireplace
The main-level wood-burning fireplace is for decoration only – please do not light the wood.
In the basement, you’ll find a propane fireplace—feel free to enjoy it using the instructions provided.
🛶 Lake Use
Kayaks and a boat are provided. They’re not cleaned between guests—lake water does the job! Life jackets are available. Please re-secure items after use.
🌿 Landscaping
Typically occurs on Thursdays. Let us know if you'd prefer no service during your stay.
⚠️ Amenity Use Disclaimer
All amenities—pool, spa, sauna, lake, kayaks, bunk beds, gym, trails—are used at guests' own risk. Please supervise children and follow all safety guidelines.
🧺 What’s Provided
🛏️ Linens & Towels
High-end linens, bath towels, and pool towels are provided. Kindly avoid using bath towels outdoors.
🧴 Starter Essentials
A curated starter kit includes:
Kitchen:
• Dish soap
• Dishwasher detergent
• Sponge
• Ground coffee & K-Cups
• Tea & syrup
• Trash bags & paper towels
Bathrooms:
• 2 rolls of toilet paper per bathroom
• Body soap, shampoo, conditioner, lotion
• Hand soap, razor, toothbrush kit
📦 For longer stays or added comfort, we recommend bringing extra supplies.
The space
✨ What You'll Love
🏔️ Panoramic mountain views from every angle
🏊♂️ Year-round heated pool with loungers, spa jets, LED lighting & waterfall
🌅 Private lakefront ceremony deck with pergola, kayaks & fishing
🎬 Professional home theater, gym, sauna & full spa/massage room
🍸 Entertainment bar, luxury pool table, arcade & dual TV zones
🛌 Sleeps large groups across multiple suites + bunk rooms
👨🍳 Fully equipped chef’s kitchen, outdoor BBQ & oversized dining decks
🛏️ Curated by Relaxtay with only the finest bedding, towels & décor
💍 Private events welcome with advance approval
📐 The Space
Step into a dramatic timber-framed foyer that opens into a soaring great room with a full wall of windows overlooking the mountains. A wood-burning stone fireplace ( Decorative fireplace — not functional for guest use ), grand piano, and luxurious furnishings set the tone for a truly special stay.
🏠 Main Level Includes:
⭐ Great room with vaulted ceilings, fireplace ( Decorative fireplace — not functional for guest use) & electric grand piano
🍽️ Formal dining area + chef’s kitchen with espresso bar, island & two sinks
🛁 Primary master suite with spa bath, soaking tub, walk-in shower, two walk-in closets, private deck & hot tub
🔥 Private office with fireplace and valley views
🍖 Access to expansive view deck with BBQ and outdoor dining
🎮 Entertainment Level:
🍸 Open bar area with lounge seating, fireplace & mounted TV
🎯 Game room with pool table, arcade machine & second TV area
🎥 135” home theater with surround sound, Xbox & Blu-ray
💆 Spa room with 2 massage chairs, massage table & wellness supplies
🧖 Cedar sauna with essential oils & custom headrests
🏋️ Full gym with treadmill, weights, rowing machine, stationary bike & 65” smart TV
🍷 Wine cellar with moody lighting & secure storage
🚿 Full bathroom + changing area for pool guests
🚪 Direct walkout access to pool
🛏️ Upper-Level Suites:
🛌 Two private queen bedrooms with en-suite bathrooms, smart TVs & luxury finishes
🛏️ Two interconnected bunk rooms (sleeps 8) with full bath, closets & fun decor
🛋️ Queen pull-out sofa in open hallway overlooking the great room
👩👧👦 Family suite wing with:
• 🛌 One queen bedroom with built-ins, reading chairs & a full bathroom
• 🛏️ One room with two queen beds, lounge table & full bathroom with double vanity & walk-in shower
🚪 Private entrance & separate staircase for added privacy
🌲 Outdoor Highlights:
🏊♀️ Heated year-round pool with spa, waterfall, lighting & retractable enclosure
🌅 Lake deck with pergola & benches — perfect for ceremonies or yoga at sunrise
🛶 Kayaks & boat provided (life vests included)
🔥 Firepit with half-circle stone seating
🌴 Hammock, playground & gazebo
🍽️ Multiple outdoor dining & lounge areas
💍 Events & Gatherings
We welcome milestone celebrations, wellness retreats & more — but all events must be approved in advance. Please share full details of your event plan, guest count, and vendors before booking.
🧘♀️ A Signature Relaxtay Stay
Pinnacle Pointe isn’t just a vacation rental — it’s a place to connect, indulge, recharge, and explore. Every detail has been thoughtfully designed to provide a 5-star luxury experience in nature’s most inspiring setting.
Guest access
🍸 Entertainment bar, luxury pool table, arcade & dual TV zones
🛌 Sleeps large groups across multiple suites + bunk rooms
👨🍳 Fully equipped chef’s kitchen, outdoor BBQ & oversized dining decks
🛏️ Curated by Relaxtay with only the finest bedding, towels & décor
💍 Private events welcome with advance approval
Other things to note
📋 Booking Requirements
🌙 Respect for Our Surroundings
While Pinnacle Pointe sits on over 600 private acres, sound carries surprisingly well across the mountain valley—especially at night.
We want you to fully enjoy your stay, celebrate, and spend time outdoors. We simply ask that all outdoor music and noise remain at a respectful volume, particularly during the evening and overnight hours.
If music or noise becomes excessive enough to disturb neighboring properties or results in complaints, guests may be required to lower the volume immediately, and repeated violations may result in additional fees or termination of the reservation.
📝 Rental Agreement
All guests must sign a rental agreement after booking confirmation. If you’re not comfortable signing, you may cancel within 1 hour of receiving it for a full refund.
🧾 Guest Verification
For safety, guests may be asked to complete a check-in form with a valid government-issued ID and a selfie to confirm identity and age (25+), even if already verified on Airbnb.
💳 Security Hold
A $1,000 credit card authorization hold is required after booking confirmation to cover potential damages.
🛌 Sleeping Capacity
Sleeps up to 24 guests, including 2 on the sofa bed near the master suite and 2 on the upstairs hallway pull-out. For larger groups, please contact us before booking.
🍽️ Respect Our Home
To help us maintain pristine conditions, please eat and drink only in the kitchen and dining areas.
🚫 Do Not Rearrange Furniture
Please leave furnishings as they are arranged.
🐾 No Pets
Pets are not permitted inside the home.
🚭 Non-Smoking
Smoking and recreational drugs are strictly prohibited on the premises.
👥 Registered Guests Only
Only guests listed on the reservation are permitted on the property.
🎉 Events
Events are allowed with prior written approval. Reach out at least 7 days in advance with details (type, guest count, age range, etc.). All third-party vendors (chefs, tent rentals, etc.) must be pre-approved.
Please note: Approval to host an event does not waive our expectation that outdoor music and noise remain respectful of surrounding properties.
🕰️ Check-In & Check-Out
Please respect designated times so our cleaning team can fully prepare the home. Early check-in or late check-out may be possible, subject to availability.
🔒 Safety and Security
🚨 Alarm System
The alarm is disarmed during your stay. Please do not tamper with it — if triggered, it automatically contacts police.
🚪 Doors & Safety
Ensure all doors are properly closed and locked before leaving. This prevents insect entry and helps maintain security.
📹 Security Cameras
The outdoor areas are monitored 24/7 for safety. There are no indoor cameras.
🌲 Nature and Wildlife
🐞 Pest Control
Regular pest control is performed, but as a mountain estate, occasional bugs may appear. Our team is happy to assist if needed.
🦌 Wildlife Notice
You may see deer, wild turkeys, and on rare occasions, a bear. Never leave food outside and keep trash in sealed bins.
🗑️ Trash Policy
Please place all garbage in the designated containers and ensure lids are closed to avoid attracting wildlife. Trash pickup is usually every Thursday, if you need an additional pickup let us know.
🔧 Amenities & Maintenance
🧼 Pool & Hot Tub
Serviced weekly, usually on Tuesdays. While we aim for spotless conditions, weather or prior guest use may affect appearance. Pre-arrival cleanings can be arranged with 48-hour notice for $200 (subject to availability).
🔥 Pool Heating
Available for $200/day, set to 87°F. Please request at least 48 hours in advance.
🔄 Pool Enclosure
The pool has a retractable enclosure to keep the pool warm and useable in the winter. Please do not attempt to open or close it by yourself.
🪵 Fireplace
The main-level wood-burning fireplace is for decoration only – please do not light the wood.
In the basement, you’ll find a propane fireplace—feel free to enjoy it using the instructions provided.
🛶 Lake Use
Kayaks and a boat are provided. They’re not cleaned between guests—lake water does the job! Life jackets are available. Please re-secure items after use.
🌿 Landscaping
Typically occurs on Thursdays. Let us know if you'd prefer no service during your stay.
⚠️ Amenity Use Disclaimer
All amenities—pool, spa, sauna, lake, kayaks, bunk beds, gym, trails—are used at guests' own risk. Please supervise children and follow all safety guidelines.
🧺 What’s Provided
🛏️ Linens & Towels
High-end linens, bath towels, and pool towels are provided. Kindly avoid using bath towels outdoors.
🧴 Starter Essentials
A curated starter kit includes:
Kitchen:
• Dish soap
• Dishwasher detergent
• Sponge
• Ground coffee & K-Cups
• Tea & syrup
• Trash bags & paper towels
Bathrooms:
• 2 rolls of toilet paper per bathroom
• Body soap, shampoo, conditioner, lotion
• Hand soap, razor, toothbrush kit
📦 For longer stays or added comfort, we recommend bringing extra supplies.
Where you'll sleep
1 of 4 pages
What this place offers
Each Luxe home is fully equipped to meet your needs, with ample space and privacy.
Mountain view
Garden view
Waterfront
Private outdoor pool – available all year, open 24 hours, heated, saltwater
Private hot tub - available all year, open 24 hours
Add-ons
These can be arranged by your host at an additional cost.
Cleaning available during stay
Select check-in date
Add your travel dates for exact pricing
Rated 4.92 out of 5 from 12 reviews.
Guest favourite
This home is a guest favourite based on ratings, reviews and reliability
Overall rating
- 5 stars, 92% of reviews
- 4 stars, 8% of reviews
- 3 stars, 0% of reviews
- 2 stars, 0% of reviews
- 1 stars, 0% of reviews
Rated 5.0 out of 5 stars for cleanliness
Rated 5.0 out of 5 stars for accuracy
Rated 5.0 out of 5 stars for check-in
Rated 4.9 out of 5 stars for communication
Rated 5.0 out of 5 stars for location
Rated 4.8 out of 5 stars for value
Guests mention
Where you’ll be
Middletown
Exact location will be provided after booking.
From the host
🏞️ Neighborhood Overview
Tucked into the scenic hills of Middletown, NY, Pinnacle Pointe offers the perfect balance of peaceful seclusion and convenient access—just over 1 and a half hour from New York City. Immerse yourself in nature while staying close to dining, shopping, and local attractions.
Nearby Attractions:
🎭 Paramount Theatre – Historic venue with concerts, movies, and live shows (10 minutes away)
🛍️ Galleria at Crystal Run – Shopping mall with retail, dining, and a movie theater (10 minutes away)
🌳 Highland Lakes State Park – Over 3,000 acres of forest, trails, and lakes for hiking (15 minutes away)
🍺 Equilibrium Brewery – Innovative craft beers with bold flavors (10 minutes away)
🎡 Orange County Fairgrounds – Seasonal fairs and family-friendly events (15 minutes away)
🎢 Legoland New York – Family fun just a 20-minute drive away in Goshen
🏬 Woodbury Common Premium Outlets – Designer shopping 25 minutes away with over 100 stores
🍷 Hudson Valley Wineries – Taste local wines or pick apples at nearby orchards, 15–30 minutes away
Dining Recommendations:
🍽️ Oak & Reed – Elevated farm-to-table American cuisine
🍺 The Olde Erie Pub – Classic tavern with hearty fare and historic charm
☕ Mr. Cannoli – Café and bakery with fresh pastries and espresso
🌮 Taco Factory – Lively spot for flavorful tacos and casual vibes
🍔 Clemson Bros. Brewery – Craft beer and pub fare with a family-friendly vibe
All dining spots are 5–10 minutes away in downtown Middletown.
Getting Here:
🚗 Easy drive from NYC via Route 17 or Interstate 84 (about 70 miles)
🚆 Metro-North Rail – Middletown-Town of Wallkill station connects to NYC (1 hour 20 minutes to Grand Central, ~$20–$25 round-trip off-peak)
🚕 Local rideshare and taxi options for short trips around town
Surrounded by Nature:
Set on a private 600-acre mountaintop estate, Pinnacle Pointe is immersed in unspoiled wilderness. Explore private hiking trails, perfect for stargazing or birdwatching, or venture to the nearby Wallkill Valley Rail Trail, a scenic paved path along the Wallkill River, ideal for walking or cycling. Guests often spot deer, wild turkeys, and occasionally a black bear—a reminder you’re in the heart of the Hudson Valley’s wild beauty.
Local Charm and Convenience:
Middletown is a quiet, safe community, perfect for a relaxing escape from the city. Explore downtown Middletown’s local charm with boutique shops and a seasonal farmers’ market, just 10 minutes away. A nearby ShopRite and pharmacy are about 15 minutes away for all your essentials.
Tucked into the scenic hills of Middletown, NY, Pinnacle Pointe offers the perfect balance of peaceful seclusion and convenient access—just over 1 and a half hour from New York City. Immerse yourself in nature while staying close to dining, shopping, and local attractions.
Nearby Attractions:
🎭 Paramount Theatre – Historic venue with concerts, movies, and live shows (10 minutes away)
🛍️ Galleria at Crystal Run – Shopping mall with retail, dining, and a movie theater (10 minutes away)
🌳 Highland Lakes State Park – Over 3,000 acres of forest, trails, and lakes for hiking (15 minutes away)
🍺 Equilibrium Brewery – Innovative craft beers with bold flavors (10 minutes away)
🎡 Orange County Fairgrounds – Seasonal fairs and family-friendly events (15 minutes away)
🎢 Legoland New York – Family fun just a 20-minute drive away in Goshen
🏬 Woodbury Common Premium Outlets – Designer shopping 25 minutes away with over 100 stores
🍷 Hudson Valley Wineries – Taste local wines or pick apples at nearby orchards, 15–30 minutes away
Dining Recommendations:
🍽️ Oak & Reed – Elevated farm-to-table American cuisine
🍺 The Olde Erie Pub – Classic tavern with hearty fare and historic charm
☕ Mr. Cannoli – Café and bakery with fresh pastries and espresso
🌮 Taco Factory – Lively spot for flavorful tacos and casual vibes
🍔 Clemson Bros. Brewery – Craft beer and pub fare with a family-friendly vibe
All dining spots are 5–10 minutes away in downtown Middletown.
Getting Here:
🚗 Easy drive from NYC via Route 17 or Interstate 84 (about 70 miles)
🚆 Metro-North Rail – Middletown-Town of Wallkill station connects to NYC (1 hour 20 minutes to Grand Central, ~$20–$25 round-trip off-peak)
🚕 Local rideshare and taxi options for short trips around town
Surrounded by Nature:
Set on a private 600-acre mountaintop estate, Pinnacle Pointe is immersed in unspoiled wilderness. Explore private hiking trails, perfect for stargazing or birdwatching, or venture to the nearby Wallkill Valley Rail Trail, a scenic paved path along the Wallkill River, ideal for walking or cycling. Guests often spot deer, wild turkeys, and occasionally a black bear—a reminder you’re in the heart of the Hudson Valley’s wild beauty.
Local Charm and Convenience:
Middletown is a quiet, safe community, perfect for a relaxing escape from the city. Explore downtown Middletown’s local charm with boutique shops and a seasonal farmers’ market, just 10 minutes away. A nearby ShopRite and pharmacy are about 15 minutes away for all your essentials.
Meet your host
Born in the 90s
Where I went to school: Studied at the University of Life
Hi, we’re Pinny & Ushey! We’ve been best friends forever and share a passion for travel and hospitality. Our adventures led us to create Relaxtay, offering luxury vacation homes in top destinations. We love designing beautiful stays with pools, hot tubs, and saunas, making every guest’s experience effortless and unforgettable. Whether you’re seeking adventure or relaxation, we’re here to make your getaway perfect!
Host details
Response rate: 100%
Responds within an hour
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Things to know
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