Vacation rentals in Webster

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Top-rated vacation rentals in Webster

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A two-story house is shown from the street view, surrounded by a grassy yard with mature trees. The exterior features white siding and a gabled roof. A sign indicates the location of the property at the intersection of two roads.
Home in Webster
4.91 out of 5 average rating, 22 reviews

Hideaway on Main- No cleaning fee-Local Owned

The Hideaway on Main is large enough to sleep up to 12. Features a large pull thru driveway, as well as large yard, perfect for trailers and boats without having to park on the street! A heated and cooled cleaning shack for game and fish is provided. Pets are allowed in the house but NOT on beds or other furniture. The Webster area offers many hunting and fishing opportunities. Home is located on main street, walking distance to excellent restaurants and bars and grocery store just blocks away.

Top guest favorite
A spacious living area is present, featuring a large, dark sectional sofa arranged around a pair of circular tables. Natural light fills the space through multiple windows, with a textured area rug lying beneath. A cozy accent chair adds a pop of color to the room.
Home in Webster
5 out of 5 average rating, 33 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.

Guest favorite
A serene lakefront view features calm waters reflecting the clear sky. A wooden dock extends into the lake, with several covered boats secured to the sides. Shadows from nearby trees softly fall on the concrete pathway leading to the water.
Cabin in Watertown
4.93 out of 5 average rating, 236 reviews

Lakefront Cozy Cabin - Watertown Kampeska

This lakefront cabin is freshly remodeled in 2013, and includes all the amenities! Warm colors, dog friendly, plenty of parking, great for a summer getaway with the crew, or a winter getaway with the family. Room to beach or anchor a boat, and if the lake is frozen, perfect location to wake right up and head out on the ice to fish. Kayaks available for use! Bedrooms sleep 2 people each, and there is a loveseat and couch in the living room. Two cots also available to sleep additional people.

Top guest favorite
Lush green trees line the serene lake, reflected perfectly across the calm water's surface. The vibrant greenery and stillness create a peaceful natural setting, enhancing the tranquility of the nearby surroundings.
Guesthouse in Florence
5 out of 5 average rating, 25 reviews

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.

Guest favorite
A contemporary single-story home is highlighted, featuring a warm beige facade and a well-maintained front yard. The driveway accommodates several vehicles, leading to a double garage. Soft grass, landscaped stones, and a small decorative bush enhance the welcoming entrance.
Home in Watertown
5 out of 5 average rating, 8 reviews

Cozy 3 br Home - Fireplace & Heated Garage Spaces

Enjoy our 2-br, 2-ba home fully furnished for your stay! Scenic trails and a park are just steps away. Only a 5-minute drive to the Prairie Lakes Ice Arena and downtown Watertown. Enjoy a gas fireplace in a cozy 4 seasons room, a spacious kitchen, a "man cave" with a 75" TV, a relaxing master bedroom with a king-size adjustable bed, and a versatile office that can also serve as a bedroom, with an optional air mattress. Attached heated garage stalls included. Comfortably sleeps 6 guests.

Guest favorite
The entryway features a wooden deck with a seat set, inviting relaxation. A welcome sign adorns the wall, complemented by decorative pumpkins. Smooth gravel surrounds the area, while a large rock enhances the natural landscape. Expansive windows provide views of the surrounding scenery.
Home in Webster
4.94 out of 5 average rating, 36 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.

Top guest favorite
The exterior of the house is depicted, featuring a pitched roof with shingles, a welcoming front door, and a wooden deck with railing. Windows allow natural light to enter, and a well-maintained lawn surrounds the home. A driveway is visible on the side.
Home in Waubay
4.95 out of 5 average rating, 169 reviews

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.

Guest favorite
A mounted fish is displayed against a neutral wall, with realistic detailing showing scales and fins. It appears to be a bass, with a lure positioned near its mouth. The fish is surrounded by a decorative arrangement of rocks and greenery, enhancing the presentation.
Home in Webster
4.91 out of 5 average rating, 35 reviews

Horseshoe Lodge

3 bedroom, 1.5 bath ranch style house with attached 3 car garage perfect for large family or group getaways! Home sleeps 11 people with 9 twins and 1 queen bed. Corner lot with lots of parking space on the street and driveway. Driveway has room for parking 3 boats off the street! Outside plugins for charging boat batteries. Living room has large TV with Youtube TV provided for your stay. Walking distance to downtown businesses! Pets are welcome but must stay in the garage.

Guest favorite
The exterior of a two-story house features a welcoming front porch with wooden railings. A large double garage with two doors is visible alongside the house, while a well-maintained lawn with green grass and ornamental shrubs surrounds the property under a clear blue sky.
Home in Waubay
4.81 out of 5 average rating, 172 reviews

The Lodge at the Lake

The Lodge at the Lake is a half-mile from both Bitter Lake and Blue Dog Lake and a few short miles from Enemy Swim, Pickeral, Waubay, and Rush lakes. We are also close to great hunting areas. We have plenty of room for your entire party. Our house features a large TV, wifi, foosball table, 2 stall garage to park out of the elements, outdoor seating and fire bowl, a large grill, and the yard is big to give you some privacy. We have 3 bedrooms and room for at least 10 people to sleep.

Superhost
The exterior of The Duck House features a modern black facade, surrounded by lush greenery. A large driveway accommodates a black pickup truck and a boat trailer. Sunlight illuminates the scene, highlighting the inviting access to the home.
Home in Webster
4.67 out of 5 average rating, 83 reviews

Sportsman's Country Lodge: The Duck House

Located in Webster, SD and the heart of the Glacial Lakes region, The Duck House by Sportsman's Country Lodge provides an ideal location and quick access to a hunter's and fisherman's paradise. This location offers 3 bedrooms and 1 bathroom and can comfortably sleep up to 8 guests. We offer a large driveway for off the street parking, designated fish and game cleaning area (please take scraps with you), outdoor outlet for boat charging, WiFi, and we are working on a game room.

Guest favorite
A wooden dock extends into a calm, reflective lake, surrounded by trees on the horizon. The scene captures a tranquil blue twilight sky, creating a serene atmosphere. Soft ripples across the water's surface reflect faint lights from distant shores.
Guest suite in Grenville
4.95 out of 5 average rating, 127 reviews

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.

Guest favorite
A cozy living space features a plush armchair and a wooden barn door leading to a bedroom. Stairs are visible to the left, illuminated by natural light, while a large clock is mounted on the wall. The floors are styled with alternating wood tones.
Home in Webster
5 out of 5 average rating, 32 reviews

Glacial Lakes Retreat

Nestled in the serene Glacial Lakes region of South Dakota, our unique family-friendly cabin offers the perfect blend of rustic charm and modern comfort. This retreat is a haven for fishing and hunting enthusiasts. With cozy interiors it's an ideal escape for quality family time or outdoor adventures. The cabin is equipped with all the amenities needed for a comfortable stay, ensuring a memorable experience in the heart of nature. Minimum two night stay for booking.

Popular amenities for Webster vacation rentals

When is the best time to visit Webster?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Webster?

    Webster has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Webster?

    Four-legged friends are welcome in Webster. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Webster have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Webster. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Webster?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Webster have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Webster. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Webster?

    Experience the best of Webster with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Webster have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Webster. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Webster have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Webster. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Webster

  • Total vacation rentals

    Explore 10 vacation rentals in Webster

  • Nightly prices starting at

    Webster vacation rentals start at € 60 per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Webster vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Webster rentals

  • 4.9 Average rating

    Webster stays are highly rated by guests—averaging 4.9 out of 5!

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