Discover Your Perfect Issue Vacation Homes

Best Vacation Homes in Issue

Condo
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 5 Guests 700 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $299/Night 7 Nights - US $2,090
star-icons-5
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
3 Bedrooms 2 Baths 7 Guests 1302.43 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $161/Night 7 Nights - US $1,127
Hotel
Map-icon
like-icon8.2
Excellent
(435 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $120/Night 7 Nights - US $839
Condo
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
2 Bedrooms 1 Bath 4 Guests 950 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $189/Night 7 Nights - US $1,324
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests 1453.13 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $352/Night 7 Nights - US $2,464
Cottage
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $213/Night 7 Nights - US $1,493
Condo
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $149/Night 7 Nights - US $1,046
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $210/Night 7 Nights - US $1,467

Issue Luxury Rentals

House
Map-icon
5 Bedrooms 5 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $2,200/Night 7 Nights - US $15,397
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
7 Bedrooms 5 Baths 22 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,630/Night 7 Nights - US $11,408
House
Map-icon
5 Bedrooms 6 Baths 18 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,411/Night 7 Nights - US $9,880
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
6 Bedrooms 4 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $777/Night 7 Nights - US $5,442
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 4 Baths 14 Guests 398.26 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $618/Night 7 Nights - US $4,325
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 3 Baths 10 Guests 3500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $566/Night 7 Nights - US $3,963
House
Map-icon
like-icon8.8
Fabulous
(13 Reviews)
3 Bedrooms 2 Baths 7 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $497/Night 7 Nights - US $3,481
Other
Map-icon
like-icon9.6
Exceptional
(35 Reviews)
5 Bedrooms 4 Baths 10 Guests 3200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $472/Night 7 Nights - US $3,307

Issue Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
2 Bedrooms 1 Bath 6 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $306/Night 7 Nights - US $2,143
star-icons-4
House
Map-icon
like-icon9.6
Exceptional
(34 Reviews)
2 Bedrooms 2 Baths 8 Guests 1001.04 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $179/Night 7 Nights - US $1,253
Cottage
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 5 Guests 1500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $340/Night 7 Nights - US $2,379
star-icons-3
House
Map-icon
3 Bedrooms 3 Baths 7 Guests 1399.31 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $309/Night 7 Nights - US $2,161
House
Map-icon
like-icon9.2
Exceptional
(35 Reviews)
2 Bedrooms 2 Baths 8 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $144/Night 7 Nights - US $1,005
House
Map-icon
like-icon10.0
Exceptional
(32 Reviews)
3 Bedrooms 2 Baths 5 Guests 1275 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $273/Night 7 Nights - US $1,908
House
Map-icon
like-icon10.0
Exceptional
(30 Reviews)
3 Bedrooms 2 Baths 8 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $279/Night 7 Nights - US $1,952
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
4 Bedrooms 3 Baths 10 Guests 2150 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $374/Night 7 Nights - US $2,616

Issue Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
4 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $469/Night 7 Nights - US $3,283
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 11 Guests 1800 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $358/Night 7 Nights - US $2,509
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $355/Night 7 Nights - US $2,487
House
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
5 Bedrooms 3 Baths 12 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $462/Night 7 Nights - US $3,232
House
Map-icon
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $351/Night 7 Nights - US $2,454
House
Map-icon
like-icon9.8
Exceptional
(56 Reviews)
5 Bedrooms 2 Baths 6 Guests 1827 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $341/Night 7 Nights - US $2,384
House
Map-icon
like-icon4.8
Average
(6 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $253/Night 7 Nights - US $1,771
House
Map-icon
like-icon4.6
Average
(18 Reviews)
3 Bedrooms 1 Bath 10 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $125/Night 7 Nights - US $875

Discover & compare premier experiences around Issue

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Issue Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Issue

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the weather in this region is pleasant and the area is less crowded, offering you an optimal experience with your chosen vacation rentals.

Peak Season Highlights

summer
Summer (June - August)

During the warm summer months, you can enjoy longer daylight hours and pleasant weather, making it ideal for outdoor activities and exploring the area's natural beauty.

Average Temperature Daytime: around 85°F - Nighttime: about 65°F
autumn
Fall (September - November)

The fall season offers mild temperatures and stunning foliage views, perfect for leisurely walks and experiencing the region's scenic landscapes.

Average Temperature Daytime: around 75°F - Nighttime: about 50°F

Off-Season Highlights

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Winter (December - February)

Winter brings cooler temperatures and fewer visitors, providing a peaceful retreat where you can enjoy cozy accommodations and quiet surroundings.

Average Temperature Daytime: around 45°F - Nighttime: about 30°F
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Spring (March - May)

In early spring, the area starts to wake up with blossoming flowers and milder weather, offering a quieter time to experience its charm before the peak seasons arrive.

Average Temperature Daytime: around 60°F - Nighttime: about 40°F

Weekly Weather Forecast for Issue

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling facilities to prepare meals in the fresh air during your stay.
  • Relax on spacious patios or decks that offer scenic views of the surrounding landscape.
  • Take advantage of private gardens or yards for outdoor activities and leisurely walks.
  • Make use of a swimming pool, perfect for cooling off during warm summer days in the area.
  • Benefit from ample parking options within the property’s outdoor space for your convenience.
  • Utilize outdoor fire pits or fireplaces to gather around and enjoy cozy evenings.
  • Separate outdoor dining areas designed for al fresco meals amidst natural surroundings.
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Family Activities

  • Historic Potomac Riverboat Ride: Embark on a scenic cruise along the Potomac River for an enjoyable adventure that offers beautiful views and family-friendly entertainment in this region.
  • Great Falls Park: Explore the stunning waterfalls, hiking trails, and picnic areas to experience the natural beauty that makes this destination perfect for outdoor family activities.
  • The Adventure Park at Sandy Spring: Challenge yourselves on treetop obstacle courses and ziplines designed to provide fun and safe outdoor recreation for all ages here.
  • Local Farmers Markets and Craft Fairs: Visit area markets to discover fresh local produce and handmade crafts, offering a delightful way to engage with the community during your stay.
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Adult Activities

  • Wisp Resort Adventures: Experience outdoor thrill with skiing, snowboarding, and mountain biking just a short drive from your Issue vacation rental.
  • Deep Creek Lake Activities: Enjoy boating, fishing, or simply relaxing by the scenic waters of this popular regional attraction, perfect for outdoor enthusiasts staying nearby.
  • Mountain State Brewing Co.: Savor local craft beers and delicious cuisine in a cozy setting that captures the spirit of the region's vibrant food scene.
  • Nature Hikes and Trails: Explore the surrounding natural beauty on well-maintained trails ideal for hiking or birdwatching during your stay in the area.

Issue Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region's culinary scene by visiting local eateries to enjoy authentic flavors unique to this destination.
  • Plan Outdoor Activities: Make the most of your stay by engaging in outdoor pursuits like hiking or boating, which showcase the natural beauty here.
  • Utilize Nearby Amenities: Discover nearby shops and services that can enhance your experience and provide convenience during your visit.
  • Respect Community Norms: Be mindful of the area's customs and guidelines to ensure a respectful and enjoyable stay for yourself and others.

Transportation Options

  • Washington Dulles International Airport: This major gateway offers convenient domestic and international flights, making travel to the region straightforward for visitors arriving by air.
  • Baltimore/Washington International Thurgood Marshall Airport: Situated nearby, this airport provides numerous flight options and easy access for travelers heading to here’s scenic locations.
  • Amtrak Northeast Regional Line: Traveling by train is a comfortable choice, connecting the area to major cities along the East Coast with reliable Amtrak services.
  • Local Bus Services: Public transportation within the region provides an economical way to explore the area and reach your vacation rental comfortably.

Local Customs Options

  • Crab Feast Tradition: Participating in local crab feasts is a cherished custom here, offering a delicious way to experience regional hospitality and fresh Maryland seafood.
  • Chesapeake Bay Appreciation: Respect for the Chesapeake Bay's natural beauty and resources is ingrained in the area's customs, reflecting in conservation efforts and community events.
  • Historic Preservation: Preserving the region's historic landmarks and architecture is a significant tradition that connects visitors with its rich past and cultural heritage.
  • Community Festivals: Engaging in seasonal festivals and local celebrations provides an authentic glimpse into the area's vibrant cultural identity and welcoming spirit.

Issue Vacation Rental Frequently Asked Questions

2. Which vacation homes in Issue are best for families?

If you are looking for a family-friendly vacation home in Issue, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Issue:

3. How many Rentbyowner vacation rentals are available in Issue?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 90 in the Issue area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Issue. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s important to review the specific terms on the property page. Many owners offer flexible options, but some may have stricter rules, which you can confirm by reading the details or contacting the host directly.

5. How do I know if a property has the amenities I need?

You can check the amenities list provided on each vacation rental’s listing to see what is included. If you have specific requirements or questions, reaching out to the owner can help ensure the property meets your needs.

6. Are there any additional fees I should be aware of when booking?

Additional fees such as cleaning, service charges, or taxes are typically detailed on the listing before booking. Reviewing these costs beforehand helps avoid surprises and ensures transparency in your reservation process.

7. What is the check-in and check-out process for rentals here?

Check-in and check-out procedures are outlined in each listing, often with self-check-in options for flexibility. Contacting the owner directly can provide guidance on the exact timing and any specific instructions for your arrival and departure.

8. How can I confirm the safety and reliability of my chosen vacation rental?

All listings include reviews and ratings from previous guests, which provide insight into the property’s quality and the host’s responsiveness. For added confidence, communicate with the owner to address any concerns before finalizing your reservation.

Issue Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $276/Night 7 Nights - US $1,932
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $303/Night 7 Nights - US $2,119
Condo
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 8 Guests 790 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $300/Night 7 Nights - US $2,099
star-icons-3
Hotel
Map-icon
like-icon7.9
Very Good
(580 Reviews)
6 Baths 98.67 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $204/Night 7 Nights - US $1,425
Cottage
Map-icon
like-icon9.8
Exceptional
(150 Reviews)
2 Bedrooms 2 Baths 4 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $181/Night 7 Nights - US $1,266
House
Map-icon
like-icon9.0
Exceptional
(7 Reviews)
4 Bedrooms 4 Baths 9 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $351/Night 7 Nights - US $2,455
Cottage
Map-icon
like-icon8.6
Fabulous
(7 Reviews)
2 Bedrooms 1 Bath 6 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $245/Night 7 Nights - US $1,712
House
Map-icon
3 Bedrooms 3 Baths 6 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $210/Night 7 Nights - US $1,470