Subscribe to Guide
No Result
View All Result
Hamptons.com
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pikeโ€™s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • Search Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pikeโ€™s Beach
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
No Result
View All Result
Hamptons.com
February 3, 2015

To Buy Or Not To Buy A Vacation Home?

18
VIEWS
Rocco A. Carrieroby Rocco A. Carriero
in Real Estate
Home Real Estate

You’ve always wanted to own a vacation home, and now you finally feel ready to make that purchase. Before you put an offer in for a cabin on the lake or condo in the mountains, consider the realities of owning a second property. Here are a few questions to think about before you finalize your plans.

Can you afford it?

Owning a second home entails additional expenses such as:

  • Furniture or other household items
  • Travel costs like airfare or wear and tear on your vehicle
  • Annual repairs or improvements to the property
  • Recreational desires such as a boat, winter skis or kayaks
  • Utilities including heat, air conditioning, water, internet and cable if you choose to have it
  • A security system for when you’re away

    If your primary residence is more than a few hours away from your vacation home, or if you plan to rent out your vacation home, you also may need to hire someone to manage the property.

    Is the location right?

    Naturally, you have an idea of where you’d like your vacation home to be located. But, have you given much thought to what that means in terms of year-round use? Homes in areas where temperatures dip below freezing need to be winterized and monitored to avoid frozen pipes. Where there’s snowfall, there’s shoveling and plowing to manage. Distance is also a key consideration, along with the relative ease of getting there. Have you chosen a location and property that will grow in value or will it be hard to sell when the time comes? These are all important questions to answer as you consider purchasing another home.

    Would renting be a better option?

    You don’t have to buy a vacation home to get away on a regular basis. A short-term rental property can provide the comforts of a home without the obligations of ownership. Rather than be tied to one place, you can try new locations and accommodations when you take a vacation. You can search online for everything from barebones apartments to sprawling homes, with rental options by the day, week or month. Alternately, if you do move forward with the purchase of a vacation home, you may want to explore listing your property as a rental when it’s not in use. If your vacation home is in a high demand area, you might be able to generate an income stream โ€” but don’t forget to factor in the costs of managing the property from afar.

    How will your taxes be affected?

    Different tax rules apply to owning a second home, which can be somewhat complex depending on a variety of factors. Whether or not you rent the home, property taxes and mortgage interest are a few items that could affect your tax return. You’ll want to consult with a tax advisor to sort out the details and discuss how your taxes will be affected if you purchase another home.

    There are a lot of factors to think about before purchasing a vacation home. Consider working with a financial professional to determine how buying a second home will affect your longer-term financial plan.

  • STAY UPDATED

    Sign up for our weekly newsletter!

    Get the top Hamptons events and latest scoop!

    TRENDING

    Wyndham Clark won his second U.S. Open this past Sunday at the historic Shinnecock Hills Golf Club in Southampton. Hundreds of spectators filled the grandstands at the 18th hole, while more lined the area between the ropes and the stands, eagerly watching history being made.

    Wyndham Clark Wins Second U.S. Open Title at Shinnecock Hills

    Wyndham Clark won his second U.S. Open this past Sunday at the historic Shinnecock Hills Golf Club in Southampton. Hundreds of spectators filled the grandstands at the 18th hole, while more lined the area between the ropes and the stands, eagerly watching history being made.

    Read more
    Over the past week, there were 18 Listingsย that went into contract from Westhampton to Montauk.




Compared to this same week last year (2025), there wereย 19 Listingsย that went into contract.

Which is a year over year DECREASE of 5%.

    Hamptons Real Estate Market Data – Week of 6/โ€‹16/2026

    Over the past week, there were 18 Listingsย that went into contract from Westhampton to Montauk.

    Compared to this same week last year (2025), there wereย 19 Listingsย that went into contract.

    Which is a year over year DECREASE of 5%.

    Read more
    Looking for a new place to grab a bite in Montauk? Here are three new openings you'll want to add to your summer dining rotation.

    Three New Montauk Openings You’ll Want on Your Summer Radar

    Looking for a new place to grab a bite in Montauk? Here are three new openings you’ll want to add to your summer dining rotation.

    Read more

    Search Articles

    No Result
    View All Result

    Events

        Sculpture @ Sylvester Manor: [R]evolution
        Sculpture @ Sylvester Manor: [R]evolution
        13 Jun 26
        Shelter Island
        Encaustic Workshop with Bonnie Rychlak
        Encaustic Workshop with Bonnie Rychlak
        22 Jun 26
        Bridgehampton
        Playdough Playtime at The Hampton Library
        Playdough Playtime at The Hampton Library
        24 Jun 26
        Bridgehampton
        Zumbini at The Hampton Library
        Zumbini at The Hampton Library
        24 Jun 26
        Bridgehampton
        Mexico vs. Czechia World Cup Watch Party Comes to CMEE
        Mexico vs. Czechia World Cup Watch Party Comes to CMEE
        24 Jun 26
        Bridgehampton

    Hamptons Surf Report

    Next Post
    The Jam Session Makes A Big Move For February Performances

    The Jam Session Makes A Big Move For February Performances

    • A Montauk sunset, endless summer energy, and Guy Gerber setting the soundtrack at The Surf Lodge. ๐ŸŒŠโ˜€๏ธ #guygerber #thesurflodge #montauk
    • Rounds at the U.S. Open โ›ณ๏ธ

Following Ryuichi Oiwa, Robbie Higgins, and Cooper Dossey as they tee it up on one of golfโ€™s biggest stages.

#usopen #golf #shinnecockhills #southampton #golfclub
    • Check Out The Top Hamptons Events this Weekend

โ›ณ 126th U.S. Open Championship
๐Ÿ“… Now through Sunday, June 21
๐Ÿ“ Shinnecock Hills Golf Club, Southampton
The worldโ€™s top golfers return to historic Shinnecock Hills for one of golfโ€™s most prestigious championships.

๐Ÿ“š Stirring the Pot: Padma Lakshmi
๐Ÿ“… Sunday, June 21 | 11 AM
๐Ÿ“ Guild Hall, East Hampton
Join Padma Lakshmi for a conversation about her new cookbook, All America: Tales, Travels and Recipes from Taste the Nation and Beyond.

๐Ÿท Sunset at Wรถlffer with the Hoodoo Loungers
๐Ÿ“… Saturday, June 20 | 5 PM
๐Ÿ“ Wรถlffer Wine Stand, Sagaponack
Enjoy rosรฉ, live music, vineyard views, and a stunning Hamptons sunset.

๐Ÿ˜‚ Elon Gold Live
๐Ÿ“… Sunday, June 21 | 8 PM
๐Ÿ“ Westhampton Beach Performing Arts Center
Spend an evening laughing with acclaimed comedian Elon Gold.

๐ŸŒ๏ธ Mini Open at CMEE
๐Ÿ“… Friday, June 19 | 9 AMโ€“5 PM
๐Ÿ“ CMEE, Bridgehampton
Kids can join the U.S. Open excitement with a golf-themed scavenger hunt and prizes.

๐Ÿ’ƒ Lloyd Knight at Guild Hall
๐Ÿ“… Saturday, June 20 | 7 PM
๐Ÿ“ Guild Hall, East Hampton
An immersive performance combining dance, spoken word, sound, and video.

๐ŸŽจ Closing Party for โ€œUncharted Watersโ€
๐Ÿ“… Friday, June 19 | 6โ€“8 PM
๐Ÿ“ The Corwith House, Bridgehampton
Celebrate the closing of artist Mark Seidenfeldโ€™s solo exhibition.

๐Ÿง˜ Yoga with Victoria Gibbs
๐Ÿ“… Saturday, June 20 | 9:30โ€“10:30 AM
๐Ÿ“ WAVE Social Wellness, Southampton
Start your weekend with an energizing yoga session led by NYC instructor Victoria Gibbs.

๐Ÿ›๏ธ Shop & Sip at Ramy Brook
๐Ÿ“… Saturday, June 20 | 12โ€“3 PM
๐Ÿ“ Ramy Brook, Southampton
Shop the latest collection while supporting the Southampton Animal Shelter Foundation.

๐Ÿฝ๏ธ Artistsโ€™ Table
๐Ÿ“… Saturday, June 20 | 12โ€“2:30 PM
๐Ÿ“ The Watermill Center, Water Mill
Enjoy a unique farm-to-table dining experience paired with inspiring artistic conversation.

๐Ÿƒ Beacon of Hope 5K
๐Ÿ“… Saturday, June 20 | 8โ€“10 AM
๐Ÿ“ Montauk Point Lighthouse, Montauk
Run or walk through Camp Hero to support local womenโ€™s cancer organizations.

Check out more events at Hamptons.com (Link in Bio)
.
.
.
#hamptons #usopen #shinnecockhills #wolffer #golf
    • After a cloudy start, Day 1 of the U.S. Open is underway. #usopen #hamptons #shinnecock #southampton
    • Golden hour just got a little sweeter ๐Ÿ‹โ˜€๏ธ Fishers Island Lemonade is back at the iconic Clam Bar in Amagansett. Last Saturday they hosted a special weekend pop-up with drinks and custom embroidery. Stop by for fresh oysters and refreshing Fishers Island Lemonade. The perfect way to kick off summer in the Hamptons. #hamptons #lemonade #clambar
    • On Friday, June 12th, the U.S. Open Championship Trophy arrived at the new Shinnecock Hills Station on the Long Island Rail Road (LIRR). President of the Long Island Rail Road Robert Free accompanied the trophy aboard the LIRR and was welcomed by USGA Senior Director Eric Steimer at the station.โ 
โ 
#usopen #golfโ 
#golfcourse #golfing #shinnecockhills
    Instagram Youtube TikTok Twitter
    Hamptons.com

    Saunders Broadcasting Corp.

    Phone: 631-613-8440
    Email: [email protected]
    Facebook: Facebook.com/HamptonsOnline
    Twitter: @Hamptons
    Instagram: @HamptonsOnline

    About Us | Contact Us

    Hamptons.com

    • Lifestyle
    • Events
    • Real Estate
    • Live Cameras
    • Public WiFi

    Subscribe

    Sign up for our weekly newsletter!

    Get the top Hamptons events and latest scoop!

    ยฉ 2025 Hamptons.com | All rights reserved
    Saunders Broadcasting Corp.
    Terms & Conditions | Privacy Policy | About Us | Contact Us

     

    Sign up for our weekly newsletter!

    Get the top Hamptons events and latest scoop!

    No Result
    View All Result
    • Spotlight Magazine
    • Lifestyle
      • Featured
      • Entertainment
      • Arts
      • Community
      • Dining
      • Recreation
      • Trending
    • Guides
    • Events
      • Events Calendar
      • Post an Event
      • Gallery
    • Real Estate
      • Real Estate Features
      • Hamptons Real Estate Market Data
      • Search Real Estate
        • Open Houses
        • Search Sales
        • Search Rentals
      • Title Insurance
      • Happening In The Hamptons Podcast
    • Live Cameras
      • All Live Cameras
      • Live Weather Cams
      • Amagansett, Atlantic Avenue Beach
      • Bridgehampton, West Scott Cameron Beach
      • East Hampton Village, Main Beach
      • East Hampton Village, Main Street
      • East Hampton Village, Newtown Lane
      • Hampton Bays, Ponquogue Beach
      • Hampton Bays, Ponquogue Bridge
      • Hampton Bays, Shinnecock Fishing Dock
      • Hampton Bays, Tiana Beach
      • Long Island Aquarium | Coral Reef
      • Long Island Aquarium | Penguins
      • Long Island Aquarium | Shark Tank
      • Montauk, Downtown Circle
      • Montauk, Lars Simenson Skatepark
      • Montauk, Gin Beach & Inlet
      • Montauk, Sunset Beach & Inlet
      • Sagaponack, Sagg Main Beach
      • Sag Harbor, Bay Street
      • Sag Harbor, Foster Memorial Beach
      • Sag Harbor, Long Wharf Marina
      • Sag Harbor, Sag Harbor Bay
      • Sag Harbor, Windmill Beach & Bay
      • Shelter Island, South Ferry
      • Southampton, 39A to Montauk Hwy Merge
      • Southampton, Conscience Point Marina
      • Southampton Village, Coopers Beach
      • Southampton Village, Main Street (North)
      • Southampton Village, Main Street (Hildreths)
      • Westhampton, Pikeโ€™s Beach
      • Westhampton Village, Main Street (East)
      • Westhampton Village, Rogers Beach
    • Public WiFi
      • Public WiFi Map
      • Public Wi-Fi Support

    ยฉ 2025 Hamptons.com | All rights reserved
    Saunders Broadcasting Corp.
    Terms & Conditions | Privacy Policy | About Us | Contact Us