Stress Less + Earn More

Provincetown Short-Term Rental Management

Prideaway Stays is a gay-owned, tech-driven short-term rental co-hosting business

for homeowners and guests in historic and magical Provincetown, Massachusetts.

With a commitment to inclusivity, diversity, and supporting LGBTQ+ causes,

Prideaway Stays enhances the vacation rental experience for both homeowners and guests.

We are the only official members of the Airbnb Co-Host Network exclusively

serving Provincetown Hosts, using specialized tools to provide listing management services.

Stress Less + Earn More

Provincetown Short-Term Rental Management

Prideaway Stays is a gay-owned,

tech-driven short-term rental

co-hosting business for homeowners

and guests in historic and magical

Provincetown, Massachusetts.

With a commitment to inclusivity, diversity, and supporting LGBTQ+ causes,

Prideaway Stays enhances

the vacation rental experience for

both homeowners and guests.

We are the only official members of the Airbnb Airbnb Co-Host Network

exclusively serving Provincetown Hosts,

using specialized tools to provide listing management services.

EARN MORE + STRESS LESS

Boost Your Income

We want you to enjoy your property and

make money from renting it, cover your bills,

or even turn a profit. Enjoy your space

while it works for you!

Don't Worry

Your property is in the hands of seasoned experts and will receive meticulous care, ensuring it's always in pristine condition and ready

to welcome guests.

Get More Bookings

Elevate your bookings and maximize returns!

Prideaway Stays homes appeal to Provincetown visitors of all types, recognizing and valuing the quality homes that we expertly manage.

EARN MORE + STRESS LESS

Boost Your Income

We want you to enjoy your property and make money from renting it, cover your bills, or even turn a profit. Enjoy your space while it works for you!

Don't Worry

Your property is in the hands of seasoned experts and will receive meticulous care, ensuring it's always in pristine condition and ready to welcome guests.

Get More Bookings

Elevate your bookings and maximize returns!

Prideaway Stays homes appeal to Provincetown visitors of all types, recognizing and valuing the quality homes that we expertly manage.

What We Do

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24/7 Guest Communication

Rest easy! Late-night calls from guests are a thing of the past. We manage all communication before and during their stay.

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Cleaning &Laundry

Finding a cleaner in Provincetown is not easy, especially during the summer. Leave it to us and our extensive network! We hire, train, and coordinate with cleaning professionals.

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Repairs + Maintenance

From squeaky beds to water leaks and overgrown lawns, we work with local maintenance professionals to ensure your Provincetown property is always in impeccable condition.

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Revenue + Occupancy Management

Many DIY hosts do not understand how to optimize nightly rates. National companies often cut rates and charge extra fees to guests. We're experts at how to utilize transparent, dynamic pricing.

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Ongoing Listing Optimization

In the ever-changing landscape of Airbnb and Vrbo, we persistently tweak and refine your listing, aiming for prime placement on the first page of Provincetown search results for your occupancy.

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Custom Digital Guidebook

Questions from guests are expected, and we're here to help. We design a unique guidebook for your property, elevating the guest stay and proactively answering their potential questions.

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Repeat Guests

Your best customers are those who have already stayed with you. We can set up processes to keep in touch with past guests via email and social media and encourage future rebooking.

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Direct Booking Sites

Having a dedicated site for your property is a game-changer. We specialize in crafting and managing a site where guests can book directly, enjoying savings by avoiding unnecessary fees.

COMPARE THE DIFFERENCE

Technology Partners

Membership with Pride

Marketing Partners

What We Do

Image

24/7 Guest Communication

Rest easy! Late-night calls from guests are a thing of the past. We manage all communication before and during their stay.

Image

Cleaning + Laundry

Finding a cleaner in Provincetown is not easy, especially during the summer. Leave it to us and our extensive network! We hire, train, and coordinate with cleaning professionals.

Image

Repairs + Maintenance

From squeaky beds to water leaks and overgrown lawns, we work with local maintenance professionals to ensure your Provincetown property is always in impeccable condition.

Image

Revenue + Occupancy Management

Many DIY hosts do not understand how to optimize nightly rates. National companies often cut rates and charge extra fees to guests. We're experts at how to utilize transparent, dynamic pricing.

Image

Ongoing Listing Optimization

In the ever-changing landscape of Airbnb and Vrbo, we persistently tweak and refine your listing, aiming for prime placement on the first page of Provincetown search results for your occupancy.

Image

Custom Digital Guidebooks

Questions from guests are expected, and we're here to help. We design a unique guidebook for your property, elevating the guest stay and proactively answering their potential questions.

Image

Repeat Guests

Your best customers are those who have already stayed with you. We can set up processes to keep in touch with past guests via email and social media and encourage future rebooking.

Image

Direct Booking Sites

Having a dedicated site for your property is a game-changer. We specialize in crafting and managing a site where guests can book directly, enjoying savings by avoiding unnecessary fees.

COMPARE tHE DIFFERENCE

🌟 4.95 Star Rating 🌟

🏅 31x Airbnb Superhost 🏅

Regional Agency Serving MA + RI - 4.46 stars National Vacation Rental Provider - 4.71 stars Other Cape Cod-Based Company - 4.76 stars

Brian

Prideaway Stays have gone above and beyond to create a refined and easy guest experience. Flawless communication throughout, and they made check-in, check-out, and everything in between a breeze.

Kirsten

Prideaway Stays have gone above and beyond to create a refined and easy guest experience. Flawless communication throughout, and they made check-in, check-out, and everything in between a breeze.

Kirsten

Prideaway Stays have gone above and beyond to create a refined and easy guest experience. Flawless communication throughout, and they made check-in, check-out, and everything in between a breeze.

Kirsten

Prideaway Stays have gone above and beyond to create a refined and easy guest experience. Flawless communication throughout, and they made check-in, check-out, and everything in between a breeze.

Technology Partners

Marketing Partners

Membership with Pride

Services We Provide

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Property Management

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Residental Development

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Construction Consultan

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WHY PARTNER WITH PRIDEAWAY STAYS?

Our mission is to provide exceptional short-term rental experiences in Provincetown!

With proven expertise as a 25x Airbnb Superhosts and VRBO Premier Partners,

we guarantee comprehensive property management,

maximized rental income, and a seamless guest journey.

Our unique insider insights and partnerships ensure a diverse and unforgettable stay for guests.

Property owners gain peace of mind with our hands-on management,

dynamic pricing strategy, and dedication to their success.

Our locally-rooted, tech-driven approach, coupled with a deep commitment to inclusivity

and LGBTQ+ causes, sets us apart. Choose Prideaway Stays for excellence

in hospitality and a genuine connection to the heart of Provincetown.

Upholding honesty and integrity in all interactions with both our property owners and guests.

Ensuring safety, security, and peace of mind for property owners.

Consistently meeting our commitments by promptly paying owners and vendors as promised.

Remaining steadfast in our commitment to act in the best interest of property owners.

About Us


Welcome to Prideaway Stays, where exceptional hospitality and unforgettable experiences come together. Founded by Jason Muth, Ethan Sobel, and Rory Gill, our journey began with a shared passion for creating cherished memories in the heart of New England.

Jason Muth

Since 2016, Jason has had the privilege of hosting memorable guest experiences for thousands of travelers, including their furry companions, in beautiful and comfortable vacation rentals.

He's one of the very few 31x Airbnb Superhost and 29x Vrbo Premier Host!

Originally from just north of New York City, Jason has called Boston and its surroundings home for 20 years, he brings a profound understanding of the region's unique spirit and allure.

Co-Founder +

Director of Customer Experience

Ethan Sobel

Ethan is an experienced Superhost, demonstrating a deep appreciation for vacation rentals, both as a guest and host. As a globetrotter, he values returning to serene, well-maintained accommodations after full days of exploration.

His interests encompass sports, music, and the joy of discovering fresh destinations with loved ones. Ethan is an avid globetrotter, constantly seeking out new places to enrich his global adventures, all while showcasing his remarkable talent as a classical cellist.

Co-Founder + Director of Business Development

Rory Gill

Rory Gill, a skilled real estate attorney and broker, infuses his expertise into the inner workings of Prideaway Stays. Combining Jason's extensive hospitality experience with Rory's legal acumen and real estate insights, the duo provides a unique blend of care and professionalism.

Jason and Rory are dads to their lovely and spunky daughter Cecily, who loves making friends and taking pictures all over Provincetown!

General Counsel

Jason Muth

Since 2016, Jason has had the privilege of hosting memorable guest experiences for thousands of travelers, including their furry companions, in beautiful and comfortable vacation rentals.

He's one of the very few 31x Airbnb Superhost and 29x Vrbo Premier Host!

Originally from just north of New York City, Jason has called Boston and its surroundings home for 20 years, he brings a profound understanding of the region's unique spirit and allure.

Co-Founder +

Director of Customer Experience

Ethan Sobel

Ethan is an experienced Superhost, demonstrating a deep appreciation for vacation rentals, both as a guest and host. As a globetrotter, he values returning to serene, well-maintained accommodations after full days of exploration.

His interests encompass sports, music, and the joy of discovering fresh destinations with loved ones. Ethan is an avid globetrotter, constantly seeking out new places to enrich his global adventures, all while showcasing his remarkable talent as a classical cellist.

Co-Founder +

Director of Business Development

Rory Gill

Rory Gill, a skilled real estate attorney and broker, infuses his expertise into the inner workings of Prideaway Stays. Combining Jason's extensive hospitality experience with Rory's legal acumen and real estate insights, the duo provides a unique blend of care and professionalism.

Jason and Rory are dads to their lovely and spunky daughter Cecily, who loves making friends and taking pictures all over Provincetown!

General Counsel

OUR PROVINCETOWN PROPERTIES

From cozy retreats for romantic escapes, to spacious homes perfect for group getaways,

each property is equipped with modern amenities and touches of character.

Experience Provincetown like a local, with Prideaway Stays as your host, providing a home away from home where unforgettable memories are waiting to be made.

FEATURED HOMES

Modern Beachfront Escape

- Steps from Ferry

2 guests | 1 bedroom | 1 bed | 1 bathroom

Modern 2-BR East End Home

- Steps from the Beach

4 guests | 2 bedrooms | 2 beds | 2.5 bathrooms

Modern Elegant Condo

in the Heart of Provincetown

4 guests | 1 bedroom | 2 beds | 1 bathroom

Modern Beachfront Escape

- Steps from Ferry

2 guests | 1 bedroom | 1 bed | 1 bathroom

Modern 2-BR East End Home

- Steps from the Beach

4 guests | 2 bedrooms | 2 beds | 2.5 bathrooms

Modern Elegant Condo

in the Heart of Provincetown

4 guests | 1 bedroom | 2 beds | 1 bathroom

Stylish Dog-Friendly Home

- West End on Commercial

4 guests | 2 bedrooms | 2 beds | 1 bathroom

LUXURY PTOWN CONDO

- 5 MIN WALK TO COMMERCIAL

6 guests | 2 bedrooms | 3 beds | 2 bathrooms

Quiet Dog-Friendly West End

- Entire Home Sleeps 6

6 guests | 3 bedrooms | 5 beds | 2 bathrooms

Sunny Beachfront Condo

w/ Parking! Ptown West End

4 guests | 2 bedrooms | 2 beds | 1 bathroom

Luxury Condo | Steps to Ferry

| Roofdeck + Parking

6 guests | 3 bedrooms | 3 beds | 2.5 bathrooms

Central Ptown Gem | 2BR, AC,

Patio | 2-Car Parking

4 guests | 2 bedrooms | 2 beds | 2 bathrooms

Stylish 2BR Retreat |

Private Patio | Walkable

4 guests | 2 bedrooms | 2 beds | 1 bathroom

West End Haven -

Chef’s Kitchen | Private Yard

4 guests | 2 bedrooms | 2 beds | 2 bathrooms

West End Nest -

Bayview | Deck | Parking

4 guests | 2 bedrooms | 2 beds | 1 bathroom

Colorful West End Retreat |

Comfy King Bed | Patio

2 guests | 1 bedroom | 1 bed | 1 bathroom

BEYOND PROVINCETOWN

For years, our founders have owned properties outside of Provincetown and have hosted thousands of guests!

While we're not currently offering vacation rental co-hosting services in these regions,

we're genuinely proud of these homes and have chosen to include them in our portfolio

to provide a richer perspective of our diverse experiences.

Luxury Modern Rustic Lake Home

| Dogs Welcome

14 guests | 4 bedrooms | 8 beds | 4 bathrooms

Modern 2-BR East End Home

- Steps from the Beach

4 guests | 2 bedrooms | 2 beds | 2.5 bathrooms

Stunning Retreat | Lake Views

| Dogs Welcome

10 guests | 4 bedrooms | 7 beds | 3.5 bathrooms

Fantastic 4-Season Cabin

@ Baxter Lake - Sleeps 8

8 guests | 4 bedrooms | 5 beds | 2.5 bathrooms

Modern Elegant Condo

in the Heart of Provincetown

4 guests | 2 bedrooms | 3 beds | 1 bathroom

Luxury Modern Rustic Lake Home

| Dogs Welcome

14 guests | 4 bedrooms | 8 beds | 4 bathrooms

Modern 2-BR East End Home

- Steps from the Beach

4 guests | 2 bedrooms | 2 beds | 2.5 bathrooms

Stunning Retreat | Lake Views

| Dogs Welcome

10 guests | 4 bedrooms | 7 beds | 3.5 bathrooms

Fantastic 4-Season Cabin

@ Baxter Lake - Sleeps 8

8 guests | 4 bedrooms | 5 beds | 2.5 bathrooms

Bright + Charming Single

-Family Home at the Lake

4 guests | 2 bedrooms | 3 beds | 1 bathroom

Our Proven Framework for

Exceptional Vacation Rental Management

Market Comps + Property Analysis

✓ Competitor identification

✓ Pricing analysis

✓ Amenities + Features

✓ 12-month revenue forecast

✓ Property improvement recommendations (when necessary)

Setup Guest Experience

✓ Physical space setup

✓ Listing creation + optimization

✓ Coordinate professional photos and videos

✓ Messaging automation

✓ Digital guidebook creation

Daily

Coordination

✓ 24/7/365 guest communication

✓ Cleaning + maintenance management

✓ Crisis + dispute resolution

✓ Quality assurance

✓ Supply + inventory management

Revenue

Optimization

✓ Dynamic pricing

✓ Guest rebooking

✓ Facebook advertising

✓ Cross-listing promotion

✓ Influencer partnerships

Our Proven Framework for Exceptional Vacation Rental Management

LET'S CHAT!

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GIVING BACK

Whenever possible, we partner with Provincetown businesses, artists, and local events.

Every stay with us supports LGBTQ+ rights, equality, and community events.

We support the Provincetown and LGBTQ+ communities by giving a portion of our net proceeds - meaning after all owner payouts - back to causes near and dear to our hearts.

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SmartStay Show

Welcome to SmartStay Show, your go-to podcast for mastering the world of short-term rentals on platforms like Airbnb and Vrbo. Hosted by Airbnb Superhost Jason Muth and Real Estate Attorney Rory Gill, we provide expert advice, legal insights, and proven strategies to help you launch, manage, and optimize your vacation rental.

Whether you're just starting or looking to enhance your listing, each episode delivers actionable tips and real-life stories from successful hosts, guiding you toward becoming a standout in the competitive rental market.