Best Vacation Homes in Roslyn
House
10.0(14 Reviews)
1 Bedroom
1 Bath
6 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $162/Night
7 Nights - US $1,135
House
3 Bedrooms
2 Baths
8 Guests
1797.57 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Parking
US $341/Night
7 Nights - US $2,387
Hotel
8.4(247 Reviews)
1 Bath
Breakfast- Kitchen
- Parking
Air Conditioner
US $128/Night
7 Nights - US $898
Cabin
10.0(5 Reviews)
2 Bedrooms
1 Bath
3 Guests
1000 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $176/Night
7 Nights - US $1,231
House
9.8(12 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
Internet
US $216/Night
7 Nights - US $1,514
Cabin
9.6(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $163/Night
7 Nights - US $1,143
House
9.4(39 Reviews)
2 Bedrooms
1 Bath
7 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $143/Night
7 Nights - US $999
House
8.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
1700 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $204/Night
7 Nights - US $1,425
Roslyn Luxury Rentals
House
10.0(45 Reviews)
5 Bedrooms
3 Baths
12 Guests
3000 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $708/Night
7 Nights - US $4,957
House
10.0(61 Reviews)
5 Bedrooms
3 Baths
12 Guests
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $558/Night
7 Nights - US $3,908
Cabin
9.8(111 Reviews)
3 Bedrooms
2 Baths
13 Guests
2415 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $510/Night
7 Nights - US $3,570
Cabin
4 Bedrooms
4 Baths
18 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $488/Night
7 Nights - US $3,416
Other
10.0(12 Reviews)
5 Bedrooms
4 Baths
14 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $471/Night
7 Nights - US $3,296
Cabin
10.0(46 Reviews)
4 Bedrooms
3 Baths
16 Guests
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $470/Night
7 Nights - US $3,289
House
9.0(39 Reviews)
4 Bedrooms
2 Baths
12 Guests
2300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $462/Night
7 Nights - US $3,232
Cabin
9.8(43 Reviews)
5 Bedrooms
3 Baths
13 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $446/Night
7 Nights - US $3,125
Roslyn Pet Friendly Vacation Rentals
House
10.0(31 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $223/Night
7 Nights - US $1,563
House
10.0(11 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $180/Night
7 Nights - US $1,263
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
1387 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $314/Night
7 Nights - US $2,195
House
10.0(3 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $255/Night
7 Nights - US $1,783
House
9.8(9 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $315/Night
7 Nights - US $2,207
Cabin
9.6(7 Reviews)
4 Bedrooms
1 Bath
14 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $443/Night
7 Nights - US $3,100
House
9.6(4 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $276/Night
7 Nights - US $1,934
House
9.6(4 Reviews)
4 Bedrooms
1 Bath
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $248/Night
7 Nights - US $1,737
Roslyn Large Vacation Homes
Cabin
9.8(83 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- View
- Kitchen
- Parking
US $391/Night
7 Nights - US $2,735
House
9.6(52 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $445/Night
7 Nights - US $3,116
House
8.0(22 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- View
- Pet Friendly
- Kitchen
US $360/Night
7 Nights - US $2,523
House
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $431/Night
7 Nights - US $3,016
Cabin
10.0(25 Reviews)
3 Bedrooms
2 Baths
10 Guests
1582 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $268/Night
7 Nights - US $1,875
Cabin
9.6(55 Reviews)
4 Bedrooms
2 Baths
10 Guests
1900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $293/Night
7 Nights - US $2,050
New
House
4 Bedrooms
2 Baths
15 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $315/Night
7 Nights - US $2,207
House
9.2(13 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $276/Night
7 Nights - US $1,934
Why Choose Rent By Owner for your Roslyn Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Roslyn
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can greatly enhance your experience, as the region offers distinct advantages during different seasons, making it essential to plan your stay when the weather and local events align with your vacation preferences.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm temperatures ideal for outdoor activities and exploring the scenic region.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to November)
In early fall, the region showcases vibrant foliage, making it a perfect time for nature enthusiasts seeking picturesque views.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
Cold winter weather prevails during this period, offering a peaceful retreat for those who enjoy cozy surroundings and snow-covered landscapes.
Average Temperature Daytime: 20°F to 30°F - Nighttime: 10°F to 20°F
Spring (March to May)
Spring brings mild temperatures and blooming flora, providing a quiet and refreshing experience away from the busy tourist season.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Roslyn
How to Book Your Roslyn Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Roslyn
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 spacious outdoor seating areas for relaxing evenings under the stars.
- Take advantage of barbecue grills available for outdoor cooking that enhances your outdoor experience.
- Experience privacy and tranquility with landscaped yards perfect for outdoor activities.
- Explore nearby walking trails or nature paths seamlessly accessible from your rental.
- Make use of dedicated picnic areas ideal for outdoor dining with family and friends.
- Benefit from outdoor fire pits that create cozy gatherings during cooler evenings.
- Discover scenic views and open spaces, perfect for outdoor photo opportunities and leisure.
Top Attractions Around Roslyn
What attractions are nearby?
In this charming region, you can enjoy a variety of outdoor activities such as hiking, fishing, and exploring scenic trails just moments from your vacation rental, making it an ideal destination for adventure seekers and nature lovers alike.
Family Activities
- Lakeview Family Fun Park: Spend a day here enjoying the mini-golf, go-karts, and arcade games that offer entertainment for all ages within this scenic region.
- Roslyn Museum and Historic District: Explore local history through engaging exhibits and walk the historic streets that showcase the area's rich heritage designed for family discovery.
- Community Park & Recreation Area: Relax or play with your loved ones in lush green spaces, featuring playgrounds, picnic areas, and walking trails ideal for outdoor family activities.
- Local Wildlife Viewing Opportunities: Experience the region’s natural beauty by observing native birds and wildlife, perfect for educational outings and nature walks with children.
Adult Activities
- Exploring local art galleries: Discover the region's vibrant art scene by visiting galleries that showcase talented local artists and craftsmen.
- Hiking scenic trails: Enjoy the natural beauty of this destination through well-maintained hiking paths that wind through the area’s picturesque landscapes.
- Historic site tours: Learn about the area's rich history by touring sites that highlight its cultural heritage and historical significance.
- Dining at local eateries: Savor regional flavors and dishes at restaurants that offer authentic culinary experiences in this charming destination.
Other Places to Stay in Roslyn, SD
Liberty
International Vinegar Museum
Roslyn Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Regulations: Familiarize yourself with the area's guidelines to ensure a smooth and respectful stay in your chosen vacation rental.
- Plan Your Outdoor Activities: Take advantage of the region’s natural beauty by scheduling outdoor adventures that highlight the scenic landscape surrounding this destination.
- Check Amenities Ahead: Review the amenities offered at your rental property to make sure all your needs are met for a comfortable visit in this part of South Dakota.
- Visit During Shoulder Seasons: Consider visiting during off-peak times to enjoy quieter surroundings and better rates in the area’s popular vacation rentals.
Transportation Options
- Car Rentals: Renting a car here provides you with flexible transportation to explore the area's scenic attractions and hidden gems at your own pace.
- Local Bus Services: The region offers bus options that connect key points of interest, making it a convenient choice for navigating this destination without a vehicle.
- Taxi and Rideshare Services: Taxi companies and rideshare apps operate in the area, offering reliable door-to-door transportation for your comfort and convenience.
- Bicycle Rentals: Biking is an eco-friendly and enjoyable way to experience the local scenery, with bike rentals available for exploring nearby outdoor spaces.
Local Customs Options
- Traditional Dakota Hospitality: You’ll notice a warm and welcoming attitude that reflects the region's history of friendly community interactions.
- Native American Customs: Respect for Native American traditions is evident through local art, storytelling, and cultural events often celebrated here.
- Agricultural Celebrations: The area hosts several festivals centered around its farming roots, where you can experience authentic regional cuisine and community gatherings.
- Local Craftsmanship: Handcrafted goods and artwork are integral to the region’s identity, offering you unique souvenirs and insights into local heritage.
Roslyn Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Roslyn?
There are a lot of options in Roslyn. If you plan on staying in the Roslyn area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Roslyn:
- Beautifully Remodeled Lake Front Home ~ Includes Kayaks!
- Beautiful home on Clear Lake! Amazing views 🌅 Great fishing 🎣 Great boating 🚤
- The Fish House-Available for short term rental. Located in the heart of the
- NeSoDak Lake View Lodge on Lake Enemy Swim
- Gorgeous new property on a sandy beach with beautiful sunsets!
- S’more Sunsets on Roy Lake. Spectacular deck views from this 2-bedroom cabin.
- Honey Hole Hideaway
- Lakefront cabin with great FISHING & FUN all year on Clear Lake in NE South Dak.
- Modern Loft in Historic Building on Main Street
- SD Country Living at its BEST!
2. Which vacation homes in Roslyn are best for families?
If you are looking for a family-friendly vacation home in Roslyn, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Roslyn:
3. How many Rentbyowner vacation rentals are available in Roslyn?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 56 in the Roslyn 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 Roslyn.
4. What is the cancellation policy for vacation rentals in Roslyn, South Dakota?
Cancellation policies vary depending on the listing; it is essential to review the specific terms outlined in your booking details or contact the property owner directly for clarification.
5. How do I know if a vacation rental in the region is available for my travel dates?
Availability can be checked by entering your desired dates on the booking platform. For further confirmation, reach out to the property owner to ensure the dates are open and to ask any additional questions.
6. Are there any specific check-in and check-out procedures for rentals here?
Check-in and check-out procedures are outlined in each property listing. To ensure a smooth stay, review these details carefully before arriving or contact the property owner for any special instructions.
7. What amenities can I expect in vacation rentals around this destination?
Amenities vary between listings, so it's recommended to read each property’s description thoroughly. Contact the owner if you have specific needs or questions about available features.
8. Is there a secure way to pay for my booking in this area?
Payments are processed through the booking platform, which offers secure payment options. If you have concerns, consult the listing details or contact the owner for guidance on safe payment methods.
Roslyn Top Rated Vacation Rentals
Apartment
9.8(10 Reviews)
1 Bedroom
1 Bath
6 Guests
1800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $140/Night
7 Nights - US $980
