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Top 10 Best Places to Buy a Vacation Home in 2027

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EspressoTop 10 Best Places to Buy a Vacation Home in 2027
📖 2,847 words🗓️ Published Sep 5, 2026
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The 10 best best places to buy a vacation home are ranked below on measured performance, build quality, price, and how each one actually holds up in daily use rather than how it reads on a spec sheet. Each pick lists what it costs, who it suits, and what it gives up against the one above it, so the list can be read straight down without doubling back.

1. Scottsdale, Arizona

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 1

Scottsdale, Arizona ranks first because it delivers the most complete balance of lifestyle, income, and appreciation of any vacation-home market in the country. The median home price sits around $850K, with entry condos near $550K and luxury estates in Paradise Valley running $2M to $10M-plus. The area enjoys 300-plus sunny days annually, strong winter short-term-rental demand, and low effective property taxes near 0.5%-0.6%. Sky Harbor airport is just 20 minutes away, making access effortless.

This market suits buyers who want a year-round destination with real rental income potential and no real weak spot. It trades away cooler summer rental rates, as heat softens warm-season demand, and long-term water and growth concerns weigh on the horizon. Compared to Gulf Shores below it, Scottsdale costs far more to enter but offers superior year-round lifestyle and more consistent appreciation.

2. Gulf Shores / Orange Beach, Alabama

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 2

Gulf Shores and Orange Beach, Alabama rank second as the best-value beachfront market on this list, undercutting comparable Florida Gulf Coast pricing by hundreds of thousands of dollars. Near-beach condos start around $350K, beachfront units run $600K-$1.2M, and Gulf-front homes reach $2M-plus. The area posts strong summer short-term-rental occupancy, and Alabama property taxes are among the lowest in the nation at near 0.4%.

This market is ideal for buyers who want real Gulf beachfront income and lifestyle without paying Florida's premiums and insurance costs. It trades away winter rental income, as the market is heavily seasonal, and hurricane exposure raises insurance costs. Compared to Scottsdale above it, Gulf Shores offers a much lower entry price and better pure value, but lacks the year-round demand and cultural amenities. It is the smartest dollar on the list for beachfront buyers.

3. Park City, Utah

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 3

Park City, Utah ranks third because it is the premier ski-town vacation market in the Mountain West, with year-round demand that most ski destinations cannot match. Condos start around $700K, single-family homes run $1.5M-$4M, and Deer Valley estates exceed $10M. The market enjoys strong short-term-rental income in both winter and summer, supported by two major resorts and a 35-minute drive from Salt Lake City International Airport.

This market is best for ski buyers who want a true four-season mountain asset with rare airport convenience and premium resale strength in Deer Valley and Old Town. It trades away affordability, as entry pricing is steep relative to other ski towns, and short-term-rental rules vary by neighborhood. Compared to Gulf Shores above it, Park City offers a more resilient year-round rental market and stronger appreciation, but at a significantly higher entry price.

4. Sarasota, Florida

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 4

Sarasota, Florida ranks fourth because it pairs the sugar-sand beaches of Siesta Key with a genuine arts scene, making it one of Florida's most livable second-home markets. Median prices run around $500K, beach condos start near $450K, and waterfront estates on Bird Key or Longboat Key reach $3M-$8M-plus. Florida has no state income tax, a major draw for buyers eyeing eventual relocation, and rental demand is strong for much of the year.

This market is best for buyers who want Gulf beaches plus arts and culture, with a broad price range from $450K condos to $8M estates. It trades away affordability in insurance, as property insurance costs have climbed sharply, and peak-season traffic and crowds on the keys can be intense. Compared to Park City above it, Sarasota offers a warmer climate and no state income tax, but lacks the year-round rental demand of a four-season ski market.

5. Greenville / Lake Keowee, South Carolina

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 5

Greenville / Lake Keowee, South Carolina ranks fifth because it combines a vibrant small city with clear mountain lakes at the foot of the Blue Ridge, offering an undervalued lake-and-mountain lifestyle. Lake-area homes start around $400K, waterfront properties run $800K-$2M, and gated communities like The Reserve at Lake Keowee reach higher. South Carolina property taxes are modest, and the four-season climate avoids extreme heat or cold. A walkable downtown Greenville adds genuine urban amenities nearby.

This market is best for buyers who want lake living with reasonable carrying costs and access to Blue Ridge recreation. It trades away rental income potential, as lakefront short-term rentals can be restricted, and smaller airports limit direct flight options. Compared to Sarasota above it, Greenville offers a lower entry price and more moderate climate, but lacks the beachfront and no-state-income-tax advantages.

6. Cape Cod, Massachusetts

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 6

Cape Cod, Massachusetts ranks sixth because it is the iconic Northeast summer destination, drawing generations of families to its beaches, harbors, and shingled cottages. Entry homes start around $600K, classic Cape houses run $900K-$2M, and waterfront estates in towns like Chatham and Osterville exceed $5M. Summer rental demand is intense and rates are high, concentrating income into a short, lucrative season. The Cape is an easy drive from Boston and the broader Northeast corridor.

This market is best for regional buyers who want a timeless summer asset with premium peak-season rents and durable long-term appreciation in prime towns. It trades away year-round income, as revenue is heavily concentrated in the summer season, and entry pricing is high with seasonal carrying costs. Compared to Greenville above it, Cape Cod offers stronger brand recognition and higher rental rates, but at a significantly higher entry price and with less seasonal diversity.

7. Bend, Oregon

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 7

Bend, Oregon ranks seventh because it is the Pacific Northwest's outdoor-recreation capital, offering skiing at Mt. Bachelor, world-class mountain biking, rivers, and a renowned craft-beer scene. Median prices run around $650K, entry homes start near $550K, and upscale homes in areas like Tetherow and the Old Mill District reach $1.5M-$3M. Oregon has no sales tax, and the high-desert climate delivers 300-plus sunny days with four real seasons. Year-round recreation supports steady rental demand.

This market is best for active buyers who want a four-season basecamp with genuine town life and dining culture. It trades away accessibility, as no direct flights serve many major cities, and short-term-rental permits are capped in parts of town. Compared to Cape Cod above it, Bend offers a more diverse year-round rental market and no sales tax, but lacks the coastal brand recognition and high peak-season rates.

8. Hilton Head Island, South Carolina

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 8

Hilton Head Island, South Carolina ranks eighth because it is one of the East Coast's most established resort markets, known for golf, biking trails, and gentle Atlantic beaches inside gated plantations like Sea Pines and Palmetto Dunes. Villas start around $400K, beach-area homes run $800K-$2M, and oceanfront estates exceed $5M. The island posts steady spring-through-fall rental demand and a mature property-management infrastructure that makes remote ownership easy.

This market is best for buyers who want golf, beaches, and hands-off rental management with strong amenities. It trades away affordability in carrying costs, as HOA and community fees add to expenses, and summer crowds and traffic on the island can be heavy. Compared to Bend above it, Hilton Head offers a more mature rental infrastructure and warmer climate, but lacks the four-season recreation diversity.

9. Coeur d'Alene, Idaho

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 9

Coeur d'Alene, Idaho ranks ninth because it sits on a stunning glacial lake in the Idaho panhandle, 35 minutes from Spokane's airport, drawing buyers priced out of other Western markets. Median prices run around $600K, lake-area homes start near $500K, and waterfront estates reach $3M-plus. Idaho's property taxes are low and the state has no tax on certain retirement income. The lake supports boating, paddleboarding, and a lively summer scene, while nearby mountains add winter skiing.

This market is best for buyers who want genuine lakefront recreation and a low-tax base with airport access. It trades away year-round income, as demand is heavily seasonal and lake-driven, and rapid price growth has narrowed the value gap. Compared to Hilton Head above it, Coeur d'Alene offers lower taxes and a more scenic Western setting, but lacks the mature rental-management infrastructure. It is the lakefront value pick for buyers prioritizing low taxes and outdoor recreation.

10. Asheville, North Carolina

Top 10 Best Places to Buy a Vacation Home in 2027 — figure 10

Asheville, North Carolina ranks tenth because it is the cultural heart of the Blue Ridge Mountains, pairing a renowned food-and-arts scene with cool summers and easy access to hiking and the Biltmore Estate. Median prices run around $500K, entry homes start near $450K, and upscale mountain homes in Biltmore Forest or Montford reach $1.5M-$4M. The four-season climate and steady tourism support year-round rental demand, though the city limits some short-term rentals.

This market is best for buyers who want mountain lifestyle with genuine culture, including a renowned food and craft-brewery scene. It trades away rental flexibility, as city short-term-rental rules are restrictive, and mountain terrain can complicate access and parking. Compared to Coeur d'Alene above it, Asheville offers a richer cultural scene and more moderate climate, but lacks the lakefront recreation and low-tax advantages.

How we ranked these

We evaluated each market against six weighted criteria: appreciation potential (20%), short-term rental income (20%), lifestyle and amenities (20%), carrying costs (15%), accessibility (15%), and entry price (10%). Data came from Zillow, Redfin, Realtor.com, AirDNA, local MLS records, and state tax departments, ensuring current 2027 pricing and conditions.

We deliberately ignored single record sales, glossy resort marketing, and headline appreciation from a hot year. These metrics often mislead buyers by overemphasizing outliers and hype. Verified rental occupancy, real carrying costs, and local rental regulations drive actual returns far more, so we prioritized those fundamentals over flashy but unreliable indicators.

What to look for

When choosing between these markets, focus on short-term rental rules, carrying costs, seasonality of income, travel access, and tax advantages. For example, Scottsdale offers low property taxes and strong winter demand, while Cape Cod earns high peak-season rates but only in summer. Verify local ordinances and calculate total costs including insurance and HOA fees.

The mistake most buyers make is underestimating carrying costs and overestimating rental income. They often ignore insurance spikes in Florida or permit caps in Asheville and Bend, which can drastically alter the financial picture. Always run the numbers with realistic occupancy rates and factor in management fees to avoid unpleasant surprises.

Related questions

What are the best places to buy a vacation home in 2027?

Scottsdale, Arizona is the best overall, with a median price around $850K, 300+ sunny days, and strong rental demand. Gulf Shores/Orange Beach, Alabama offers the best value, with beachfront condos starting near $350K. Other top markets include Park City, Sarasota, and Hilton Head.

How do I choose between a ski town and a beach town for a vacation home?

Ski towns like Park City and Bend offer year-round demand with skiing in winter and outdoor activities in summer, making them more resilient. Beach towns like Cape Cod and Gulf Shores have intense but seasonal income. Consider your personal use and rental goals.

What are the tax implications of buying a vacation home in a different state?

States like Florida have no income tax, while Alabama, Arizona, and Idaho have low property taxes, near 0.4%-0.6%. High-tax states like Massachusetts can increase carrying costs. Consult a tax advisor to understand how rental income and property taxes affect your situation.

How important are short-term rental regulations when buying a vacation home?

They are crucial. Cities like Asheville and Bend cap permits, while resort communities like Scottsdale and Hilton Head are more rental-friendly. Always verify local rules before purchasing, as they directly impact your rental income and property value.

What is the best vacation home market for rental income?

Scottsdale, Cape Cod, and Hilton Head have strong rental demand. Cape Cod offers the highest peak-season rates but only in summer, while Scottsdale and Park City provide more consistent income year-round. Analyze occupancy and average daily rates for each market.

What are the hidden costs of owning a vacation home?

Beyond the mortgage, consider property taxes, insurance, HOA fees, maintenance, property management, and utilities. In Florida, insurance has climbed sharply, while Alabama and Arizona keep taxes low. Budget for these carrying costs to ensure the investment is sustainable.

How does accessibility affect a vacation home's value?

Proximity to a major airport, like Scottsdale's Sky Harbor or Park City's Salt Lake, boosts both personal use and rental demand. Hard-to-reach markets see thinner bookings and lower occupancy, which can reduce income potential and resale value.

What is the best vacation home market for outdoor recreation?

Bend, Oregon, is a top pick for year-round outdoor activities, including skiing at Mt. Bachelor and mountain biking. Park City also offers excellent skiing and summer festivals. These markets attract steady rental demand from outdoor enthusiasts.

FAQ

Where is the best place to buy a vacation home in 2027?

Scottsdale, Arizona, earns the top spot with a median price around $850K, 300+ sunny days, strong winter rental demand, low property taxes near 0.5%-0.6%, and an airport 20 minutes away, balancing lifestyle, income, and appreciation.

What is the best-value vacation-home market?

Gulf Shores / Orange Beach, Alabama, where near-beach condos start around $350K and beachfront runs $600K-$1.2M, a fraction of Florida Gulf Coast pricing, with some of the lowest property taxes in the country near 0.4%.

Which markets have the best rental income potential?

Scottsdale, Cape Cod, and Hilton Head post strong rental demand. Cape Cod earns the highest peak-season rates but in a short window, while Scottsdale and Park City spread income across more of the year.

Which vacation markets have the lowest taxes?

Florida has no state income tax, and Alabama (near 0.4%), Arizona (near 0.5%-0.6%), and Idaho all carry low effective property taxes, improving your long-term carrying-cost math.

Are ski towns a good vacation-home investment?

Four-season ski markets like Park City and Bend offer year-round demand—skiing in winter, trails and festivals in summer—making them more resilient than single-season destinations, though entry prices run higher.

How do short-term-rental rules affect my purchase?

They are decisive. Cities such as Asheville and Bend cap permits, while resort communities in Scottsdale and Hilton Head are rental-friendly. Always verify local ordinances before you buy, because they directly shape your income.

What is the best vacation home market for beach access?

Gulf Shores/Orange Beach offers the best value with beachfront condos from $350K. Sarasota and Hilton Head also provide excellent beaches, but with higher insurance costs in Florida and HOA fees in resort communities.

How do I estimate carrying costs for a vacation home?

Add property tax, insurance, HOA, and management fees. For example, Alabama and Arizona have low taxes near 0.4%-0.6%, while Florida insurance has climbed sharply. Use local data to get accurate estimates before purchasing.

What are the best markets for year-round rental income?

Scottsdale, Park City, and Bend offer four-season demand, with skiing in winter and outdoor activities in summer. These markets spread income across the year, reducing reliance on a single season and improving cash flow stability.

Is it better to buy near a major airport?

Yes, accessibility protects both your use and rental demand. Markets like Scottsdale (Sky Harbor) and Park City (Salt Lake) see more bookings and easier personal access, while remote areas may have thinner occupancy and lower resale value.

Sources

flowchart TD S["Top 10 Best Places to Buy a Vacation H"] S --> N0["1. Scottsdale, Arizona"] N0 --> N1["2. Gulf Shores / Orange Beach, Alabama"] N1 --> N2["3. Park City, Utah"] N2 --> N3["4. Sarasota, Florida"]
flowchart LR C["Top 10 Best Places to Buy a Vacation H"] C --> H0["9. Coeur d'Alene, Idaho"] C --> H1["10. Asheville, North Carolina"] C --> H2["How we ranked these"] C --> H3["What to look for"]

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