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 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, 45 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.

Top guest favorite
Barn in Watertown
4.95 out of 5 average rating, 305 reviews

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
Home in Waubay
4.76 out of 5 average rating, 85 reviews

The Fish Crib Lodge- The Perch

Located in the heart of The Glacial Lakes in North East, SD. This lodge is one level with all amenities right inside at your convenience. The Fish Crib Lodge is one level offering easy access to everything for everyone, including two bathrooms, two queen and 2 single beds in the spacious bedroom, a pullout couch, and a folding single bed in the closet. The one bedroom has a private door that takes you right into the fenced backyard. Easy to find on Main Street with "Detour Bar" directly across.

Top guest favorite
Home in Webster
4.92 out of 5 average rating, 26 reviews

Hideaway on Main- No cleaning fee-Local Owned

Spacious 4BR, 2BA home on Main Street near bars and restaurants. Sleeps up to 12 with 2 twin bunk sets, twin-over-full bunk, queen bed, single twin, futon, and rollaway. Features 2 fully equipped kitchens, large yard with room for boats/trailers, plug-ins, and pull-through driveway. Includes cleaning shack for game or fish. Perfect for hunters, anglers, families, and groups. PLEASE NOTE:*Due limited storage, once our freezer is full fishing carcasses will need to go the public grinding table.*

Top guest favorite
Home in Webster
5 out of 5 average rating, 14 reviews

The Hideout on Hwy 25 - Set on 10 private acres

Welcome to The Hideout on Hwy 25–your private basecamp for hunting, fishing, & unwinding in northeast SD. Set on 10 peaceful acres just 6 miles north of Webster, you’ll love the space and privacy. Just off Hwy 25, nearest lake access point is 3 miles and plenty of nearby hunting grounds. •Sleeps up to 9 •Fish cleaning station •Heated garage •Camper hookup available •Plenty of parking for boats & trailers • Dog friendly Perfect for hunters, fishers or anyone wanting a quiet country escape!

Guest favorite
A two-story green house is shown, featuring a sloped roof and multiple windows reflecting natural light. A wooden staircase leads to the entrance. Surrounding the house, a spacious lawn is bordered by mature trees, providing a serene outdoor setting.
Home in Webster
4.92 out of 5 average rating, 25 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!

Guest favorite
The exterior features a modern home with a distinctive angled roof. Large windows allow for ample natural light, while a wooden deck is visible, accompanied by outdoor seating. A stone wall contrasts with the siding, enhancing the structure's aesthetic.
Home in Webster
4.95 out of 5 average rating, 39 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
A game room is featured with a green felt pool table at its center. Natural wood beams and a ceiling fan are visible above. A cozy seating area with decorative elements and a staircase can be seen in the background, creating a warm and inviting atmosphere.
Home in Waubay
4.96 out of 5 average rating, 179 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.

Top 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
4.93 out of 5 average rating, 44 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
4.82 out of 5 average rating, 187 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
A black and gray house is set under a clear blue sky, surrounded by trees. A paved driveway accommodates a pickup truck and a trailer, providing ample space for parking. The exterior features a mix of textures, with a combination of siding and stone accents.
Home in Webster
4.68 out of 5 average rating, 93 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.

Top guest favorite
A peaceful view of Pickerel Lake is displayed from a wooden deck, with calm waters reflecting the sky. Decorative planters with flowers enhance the edges of the deck, and a small boat is docked nearby. Lush green grass extends from the deck, creating a serene outdoor atmosphere.
Guest suite in Grenville
4.96 out of 5 average rating, 136 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.

Popular amenities for Webster vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Webster?

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

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

    Experience the best of Webster with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Webster?

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

  • 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.

  • 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.

  • 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.

  • 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 a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $70 per night before taxes and fees

  • Verified guest reviews

    Over 530 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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