Holiday rentals in Roslyn

5 out of 5 average rating, 25 reviews

Modern Loft in Historic Building on Main Street

In the heart of what's happening in Webster: shopping, bars, fishing, hunting, and more. Centrally located on Main St. "The Loft" is an intimate vacation rental providing guests with a convenient, modern, and comfortable experience. Completely renovated in 2021 to be modern and cozy with all new furnishings. The layout has been thoughtfully designed to be flexible to the needs of our guests; cozy for a couple, yet flexible to accommodate up to 6. Space to park boat or shack with power hook-up.

4.95 out of 5 average rating, 272 reviews

Barn in Watertown

Silverstar Barn

Silverstar Barn is located on 10 acres just 3 miles south of Watertown on blacktop road. It is approximately 150 feet from our residence. Rest assure that you will be left alone to enjoy your extended or weekend getaway. We have just completed remodeling the other half of the barn turning it onto another rental. Silver star Stables has it's own entrance and both units have there own patio doors, one facing east, the other west for private outdoor seating. Both units have there own grill as well.

Superhost

4.89 out of 5 average rating, 18 reviews

Anglers Lodge 2

Spacious 4 bed, 2 bath home located in Webster! Enjoy fishing year round, pheasant hunting, and great waterfowl only minutes away! In addition to the house is 2 stall detached garage and tons of off street parking that wraps around the entire house, perfect for boat and vehicle parking! TV, Wifi, and electronic dart board within the house. Pets welcomed, just not on the furniture please. Webster is also kid friendly and offers a city park, basketball courts and city pool with waterslides!

5 out of 5 average rating, 17 reviews

Guest house in Florence

Serenity Stay at GLHL

Nestled in the rolling hills of E. SD and a short walk to a gorgeous lake, our lodge features two cozy bedrooms and a loft with 1 queen and 6 double beds. Enjoy two bathrooms, an indoor hot tub, complimentary coffee and cold breakfast items & WIFI. With direct lakeside access and expansive grounds for outdoor activities, Glacial Lakes Hunting Lodge and Guide Service is ideal for relaxation and adventure. This is a guest house on the property we live on with our animals- no free roaming pets.

Superhost

Home in Roslyn

4.83 out of 5 average rating, 40 reviews

Roslyn Creamery Co. - Hunting/Fishing Getaway

Charming spacious brick building, once Roslyn Creamery Co., now the perfect weekend getaway! Centrally located, close to all the best fishing and hunting spots in NE South Dakota. Comfortably sleeps up to 12 people. Features: Indoor & outdoor hot tubs. Wood burning stove. Smart T.V.s in the living room and two bedrooms. Modern amenities. Commercial flat-top stove w/two ovens. Valley Cougar 8 dart board. Vintage Ms. Pac-Man machine. Pets allowed! Enclosed outdoor space for pets w/dog door.

4.94 out of 5 average rating, 31 reviews

SD Country Living at its Best!

GORGEOUS HOME WITH 5 BEDROOMS, 2 LIVING ROOMS, FULL KITCHEN, 3.5 BATHROOMS, 2 LEVELS, 4,000 SQ FEET, LAUNDRY ROOM, 250 sq FEET DECK, WORKOUT EQUIPMENT, TANNING BED, GRILL, 8 TV's, GRANITE COUNTER TOPS, WiFi , POOL TABLE, FULLY FURNISHED, LOCATED ON 10 ACRES OF LAND! CONVENIENT AND BEAUTIFUL LOCATION NW OF WEBSTER, SD. CLOSE TO MANY GLACIAL LAKES. 3 MILES FROM LYNN LAKE, 7 MILES FROM WAUBAY LAKE, MAKE YOURSELF AT HOME IN OUR RURAL HOME! GAME CLEANING AVAILABLE IN WEBSTER AT THE GALLEY.

4.95 out of 5 average rating, 163 reviews

Home in Waubay

Dewey’s Place is for Hunters/Fisherman/Families

Here's your perfect fishing/hunting destination, with space for all your buddies, big family, and/or dogs too! Located within 10 miles of 7+ lakes including Bitter Lake, Waubay Lake, and Enemy Swim and prime hatch area for waterfowl. Perfect for families visiting or groups of outdoorsman looking for a large space where everyone (or almost everyone) gets a bed! Cozy in the winter, cool in the summer, and homey all year round. Host is an area hunter and fisherman with guide experience.

4.95 out of 5 average rating, 118 reviews

Guest suite in Grenville

Peace of Lake, Apartment suite, Pickerel Lake SD

Located at Pickerel Lake, one of the best clear-water lakes in northeast South Dakota, the apartment above our garage offers guests all-seasons year-round access for fishing, hunting, boating, and water recreation activities on Pickerel Lake and on other area lakes. From a keypadded shared entryway up 16 standard-incline steps to the apartment are two bedrooms, living room, full kitchen, full bath with shower, plus free parking outdoors including area for boat/trailer parking.

5 out of 5 average rating, 37 reviews

Top 5% Airbnb | No service fee | Tails Up Retreat

Locally owned & managed | Sleeps up to 7 guests Fenced backyard | Traeger grill, Blackstone grill, and Solo-stove Outdoor dining set and patio chairs for relaxation | Cornhole Smart TVs | Free high-speed internet. Memory foam mattresses for a comfortable night's sleep Well-stocked kitchen | Coffee bar Heated garage | Heated game and fish cleaning shack | Large driveway. Discover hospitality at its finest and make memories that will last a lifetime at Tails Up Retreat.

4.96 out of 5 average rating, 67 reviews

Cabin in Corona

Cozy 2 bedroom Cabin with beautiful lake views

Relax with the family at this peaceful cabin located right on the waters of Big Stone Lake. Access walking trails through Hartford State Park right from the cabin! Walking distance to 2 restaurants/bars. Enjoy all the activities of lake life in the summer with fire pit, patio and seating right on the water and docking for your boat and jet ski. Enjoy direct lake access for ice fishing in the winter months! High Speed Fiber Internet perfect for Remote Working.

4.91 out of 5 average rating, 11 reviews

Home in Andover

Andover - Get Away!

Built in 2022. This unique, modern, ranch style allows you to vacation comfortably in a home away from home. Three bedrooms, one bath. Ideal, for entertaining. The open concept caters to socializing with plenty of seating. Sleeps up to 8 people. All the modern amenities. Television and fireplaces in every room. Staycation or romantic get away. Ideally, located for pheasant hunters or fishermen. Full concierge services available.

4.91 out of 5 average rating, 64 reviews

Home in Waubay

Waubay Walleyes & Wings Retreat

Located on the north end of Waubay Lake in NE South Dakota - in the heart of great walleye fishing & pheasant hunting. A great place to simply enjoy some time away! The 3 bedrooms, plus loft area with 5 beds, and 3 bathrooms provide ample space for up to 13 people. Enjoy the pool table in the family room and the lake views from the 38' deck. Outdoor space is plentiful with ample parking and a firepit!

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Other great holiday rentals in Roslyn

4.68 out of 5 average rating, 76 reviews

Sportsman's Country Lodge: The Duck House

BrandonRating, 5 stars1 month ago

Place was great! Garage isn’t quite big enough to get a 19’ boat in all the way.

4.7 out of 5 average rating, 20 reviews

Sportsman's 2BR | Grill, Fire Pit, Boat Parking

ShaneRating, 5 stars24 months ago

Great place to stay for fishing in the area. The place was accurately described and had all the amenities we required. Rebecca was great communication and very accommodating.

5 out of 5 average rating, 9 reviews

Home in Henry

M & M Hideaways

BaileyRating, 5 stars1 week ago

Melissa was responsive regarding our last minute booking. This is clearly a new Airbnb and is in a peaceful area. It met our expectations and would be perfect for a group hunting. I would recommend Melissa and her properties to others.

Home in Waubay

4.74 out of 5 average rating, 68 reviews

The Fish Crib Lodge- The Perch

LengRating, 5 stars4 weeks ago

Host was very responsive and quick; that's a huge plus for me. Everything was functional (i.e. hot water, appliances, heat and A/C, etc.). The ice machine and washer/dryer are also huge pluses. Shane offers a guided fishing service which I'm curious about for the next trip.

Home in Britton

5 out of 5 average rating, 4 reviews

A Touch of Green

KarenRating, 5 stars1 week ago

Amy is a great host and answered all our questions and made us feel right at home. Her place is super clean and has easy access and is well located. We will be staying here again.