Anonymous
07/20/2025 11:10
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:Asheville
Denver
What’s there in these places that would make them great vacation destinations? Denver is too far from the mountains and the city itself is underwhelming. Asheville is far from the oceanfront and it’s not really high enough mountains for quality skiing. Is it really any different from Shenandoah or WV?
Asheville is considerably larger and more interesting than Shenandoah and is noticeably cooler than sea level.
The skiing at the two places near Asheville is actually more reliable than nearly all mid Atlantic resort areas (Snowshoe probably the only one better)…though none are great.
I agree that it is a weekend destination but not a place you spend a week.
If it’s not a place you’d spend a week at then is it a good place to spend a month in? I wouldn’t count on STR only in places that aren’t just vacation spots but cities, because local laws tend to change to prohibit this. But all of these locations seem to still allow 30+ day rentals. If there is no demand for this then it’s not a good option.
The mentality behind monthly rental is different than weekly. Asheville isn’t a bad place to spend a month because it does have good restaurants, hikes, mountain biking, rafting, skiing (again, not great…but it’s there), arts, etc.
I like cities for something more longish term vs just a week.
I agree with you in general about Asheville or Denver. They are places where you might want to own a yearly rental (and maybe you use it for 2-3 months when a tenant leaves), but not great weekly rental places.
+1 Asheville is a great place for hiking, mountain biking, rafting/kayaking/canoeing, great restaurants, and a huge local arts and music scene. It has a lot more going on than Shenandoah.
Anonymous
07/19/2025 19:54
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:You do know with one law change they can stop short term rentals.
I now a guy who bought his second home in Long Beach, NY. It has beach all summer, but LIRR to NYC is in town 45 minutes to Manhattan and short ride to US Open he likes Tennis and JFK airport. But rentals less than 30 days illegal. People still do them but you cant relay that income if someone complains.
He bought there as he retired to Florida. But he wanted a place to go to get out of heat of Florida in summer, be on beach, take train to NYC as wife likes to go to plays, museums and restaurants and he liked to go see sports events sometimes. But no way he wants to pay NY taxes or stay in NY all winter.
Long Beach NY sounds crazy but there are not many beach towns busy all four seasons.
Is he successful renting it out in the winter for 1-6 month increments?
They don’t rent it. But I own a place there. There is a very active market for winter rentals. I had a tenant Sept 15 to May 15 a few years. 8 month lease.
Anonymous
07/19/2025 18:57
Subject: Ideas for Vacation-income generating homes locations with all year around use
Charleston, SC has been great for some friends.
Anonymous
07/19/2025 17:58
Subject: Ideas for Vacation-income generating homes locations with all year around use
I get year-round rentals in Kiawah. Always lots of golfers who want to come for a week or two in the winter.
I disagree on FL. DeSantis is talking about lowering property tax. If he makes that happen, FL would be a great buy. Even if nothing changes, people want the warm weather and beach access.
I disagree on FL. DeSantis is talking about lowering property tax. If he makes that happen, FL would be a great buy. Even if nothing changes, people want the warm weather and beach access.
Anonymous
07/19/2025 17:46
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:Asheville
Denver
What’s there in these places that would make them great vacation destinations? Denver is too far from the mountains and the city itself is underwhelming. Asheville is far from the oceanfront and it’s not really high enough mountains for quality skiing. Is it really any different from Shenandoah or WV?
Asheville is considerably larger and more interesting than Shenandoah and is noticeably cooler than sea level.
The skiing at the two places near Asheville is actually more reliable than nearly all mid Atlantic resort areas (Snowshoe probably the only one better)…though none are great.
I agree that it is a weekend destination but not a place you spend a week.
If it’s not a place you’d spend a week at then is it a good place to spend a month in? I wouldn’t count on STR only in places that aren’t just vacation spots but cities, because local laws tend to change to prohibit this. But all of these locations seem to still allow 30+ day rentals. If there is no demand for this then it’s not a good option.
The mentality behind monthly rental is different than weekly. Asheville isn’t a bad place to spend a month because it does have good restaurants, hikes, mountain biking, rafting, skiing (again, not great…but it’s there), arts, etc.
I like cities for something more longish term vs just a week.
I agree with you in general about Asheville or Denver. They are places where you might want to own a yearly rental (and maybe you use it for 2-3 months when a tenant leaves), but not great weekly rental places.
Anonymous
07/19/2025 17:05
Subject: Ideas for Vacation-income generating homes locations with all year around use
My BIL and SIL (husband's brother and wife) are doing this up in NH on Winnipesaukee. They get steady enough rentals during the summer but have had to lower the price, but winter is pretty dead because there hasn't been snow. They are right on the lake and snowmobile trails so the location is prime. The weather has just not worked out the last few years since buying it (2021).
Anonymous
07/19/2025 16:54
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:I think you are unfortunately a decade or two late for your money making scheme. The average chump won't be able to afford his own mortgage by next year, let alone a vacation.
Speak for yourself. Not everyone is poor
No, but the people who want to rent a condo for a week in daytona beach are.
Also, do your research and look at property records in places like Hilton Head. Notice any patterns? Still want to buy?
What is the pattern in HHI?
money has left, large investors have come in, focused only on revenue generation this season... if you're someone looking for long-term asset value, do not go to HHI. Because it's no longer a long-term investment.
Are you saying they built hotels and multifamily for STR and people who want exclusive SFH beach community are fleeing? I don’t personally care about multifamily, and it also tends to bring more amenities with more people, which I like. My concern about HHI would be seasonality. There is not much appeal to it in the winter months.
Anonymous
07/19/2025 16:51
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Anonymous wrote:Asheville
Denver
What’s there in these places that would make them great vacation destinations? Denver is too far from the mountains and the city itself is underwhelming. Asheville is far from the oceanfront and it’s not really high enough mountains for quality skiing. Is it really any different from Shenandoah or WV?
Asheville is considerably larger and more interesting than Shenandoah and is noticeably cooler than sea level.
The skiing at the two places near Asheville is actually more reliable than nearly all mid Atlantic resort areas (Snowshoe probably the only one better)…though none are great.
I agree that it is a weekend destination but not a place you spend a week.
If it’s not a place you’d spend a week at then is it a good place to spend a month in? I wouldn’t count on STR only in places that aren’t just vacation spots but cities, because local laws tend to change to prohibit this. But all of these locations seem to still allow 30+ day rentals. If there is no demand for this then it’s not a good option.
Anonymous
07/19/2025 16:47
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:I knew a couple who retired early with two rental properties and no primary property.
They had a house at Hunter Mountain NY right by Mountain. Hunter is a second tier ski resort at best but has a very active bar scene and popular with single people in Manhattan as close enough to go every weekend and on three day weekends. Strong winter rental market. For whole season.
They also had a house in Westhampton NY in Hamptons. Closest to NY part of Hamptons. Another place very strong rental market for whole season.
The would rent out Hamptons house whole summer season and Hunter Ski house whole winter season. They would live in the houses off season. Upstate NY is very beautiful in summer and the Hamptons are still pretty nice and active after crowds leave.
Plus no tenant headaches as a full season least, an agent nearby to manage issues and they in off season can do whatever needed easily as lived there.
I thought it was smart.
It is if you enjoy these places off season. I would not personally want to be in a NE beach town in colder months, I don’t care if the place is still “active”. Also, I would prefer to rent off season too. If nobody wants to rent off season, then it’s not a good option
Anonymous
07/19/2025 16:12
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Asheville
Denver
What’s there in these places that would make them great vacation destinations? Denver is too far from the mountains and the city itself is underwhelming. Asheville is far from the oceanfront and it’s not really high enough mountains for quality skiing. Is it really any different from Shenandoah or WV?
Asheville is considerably larger and more interesting than Shenandoah and is noticeably cooler than sea level.
The skiing at the two places near Asheville is actually more reliable than nearly all mid Atlantic resort areas (Snowshoe probably the only one better)…though none are great.
I agree that it is a weekend destination but not a place you spend a week.
Anonymous
07/19/2025 15:22
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:You do know with one law change they can stop short term rentals.
I now a guy who bought his second home in Long Beach, NY. It has beach all summer, but LIRR to NYC is in town 45 minutes to Manhattan and short ride to US Open he likes Tennis and JFK airport. But rentals less than 30 days illegal. People still do them but you cant relay that income if someone complains.
He bought there as he retired to Florida. But he wanted a place to go to get out of heat of Florida in summer, be on beach, take train to NYC as wife likes to go to plays, museums and restaurants and he liked to go see sports events sometimes. But no way he wants to pay NY taxes or stay in NY all winter.
Long Beach NY sounds crazy but there are not many beach towns busy all four seasons.
Is he successful renting it out in the winter for 1-6 month increments?
Anonymous
07/19/2025 15:01
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Asheville
Denver
What’s there in these places that would make them great vacation destinations? Denver is too far from the mountains and the city itself is underwhelming. Asheville is far from the oceanfront and it’s not really high enough mountains for quality skiing. Is it really any different from Shenandoah or WV?
Anonymous
07/18/2025 17:23
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:I think you are unfortunately a decade or two late for your money making scheme. The average chump won't be able to afford his own mortgage by next year, let alone a vacation.
Speak for yourself. Not everyone is poor
No, but the people who want to rent a condo for a week in daytona beach are.
Also, do your research and look at property records in places like Hilton Head. Notice any patterns? Still want to buy?
What is the pattern in HHI?
money has left, large investors have come in, focused only on revenue generation this season... if you're someone looking for long-term asset value, do not go to HHI. Because it's no longer a long-term investment.
Anonymous
07/18/2025 17:20
Subject: Ideas for Vacation-income generating homes locations with all year around use
Anonymous wrote:Anonymous wrote:Anonymous wrote:Anonymous wrote:I think you are unfortunately a decade or two late for your money making scheme. The average chump won't be able to afford his own mortgage by next year, let alone a vacation.
Speak for yourself. Not everyone is poor
No, but the people who want to rent a condo for a week in daytona beach are.
Also, do your research and look at property records in places like Hilton Head. Notice any patterns? Still want to buy?
Not in Hilton Head. Florida absolutely
This. Hilton Head is not all year around