Holiday houses in Webster

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Top-rated holiday rentals in Webster

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

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Top Guest favourite
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, 42 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 favourite
A modern kitchen is presented with stainless steel appliances and an expansive granite countertop. Bright red metal stools are positioned at the counter, complementing the rustic wood paneling and unique decor elements. Natural light filters through a window, illuminating the open space.
Barn in Watertown
4.95 out of 5 average rating, 303 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.

Guest favourite
Home in Webster
5 out of 5 average rating, 11 reviews

The Hideout on Hwy 25

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 favourite
The exterior of the two-story house is presented with a textured brick façade and a metal roof. A spacious driveway leads to the attached garage, which features a single garage door. Green grass surrounds the property under a clear blue sky.
Home in Webster
4.9 out of 5 average rating, 50 reviews

Anglers Lodge

Unwind from a day of fishing or hunting at this Webster, SD home. 2 story house sleeps 15 people (6 queen & 3 twin) has 2 bathrooms, full kitchen and dining area. Attached, heated garage with bar area! Enjoy the scenery as the Webster golf course/basketball courts are across the street. Street parking with outdoor/indoor electrical hook ups for your boat. Dogs are welcome but not on the furniture, please. Webster is also kid friendly and offers a city park & swimming pool with water slides!

Top Guest favourite
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
4.95 out of 5 average rating, 38 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 favourite
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, 176 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 favourite
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, 41 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 favourite
Home in Waubay
4.82 out of 5 average rating, 180 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
4.69 out of 5 average rating, 91 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 favourite
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, 133 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.

Top Guest favourite
A functional kitchen is presented with wooden cabinets and a grey countertop. A window offers natural light, while a white stove and microwave are positioned for convenience. Essential appliances, including a coffee maker, are neatly arranged, contributing to a practical cooking space.
Home in Bradley
4.95 out of 5 average rating, 40 reviews

Springer's 1886 Lodge

The 1886 Lodge located in Bradley SD in the heart of the Glacial Lakes region. Which has excellent fishing, hunting, & outdoor recreation opportunities. Our lodge was originally the first Bradley school. It has open concept which can sleep up to 7 guests with a queen bed, 3 singles, & a sofa sleeper. Other amenities include a full bath, half bath, full kitchen, & laundry. Hunting dogs are welcome!

Superhost
Home in Webster
4.75 out of 5 average rating, 4 reviews

Alley Oasis — 4BR/3BA Spa Yard Retreat

Bring the crew to Alley Oasis, your private spa-yard getaway just off Main Street in Webster. Soak in the hot tub🫧, cycle the sauna➜ ice bath🧊, grill dinner on gas and charcoal🔥, then wind down by the fire pit under big prairie skies . Inside, stretch out across two living rooms, two full kitchens, and 4 bedrooms / 3 baths perfect for families, anglers, and friends exploring the Glacial Lakes.

Popular amenities for Webster holiday 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 a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Webster

  • Total holiday rentals

    Explore 10 holiday rentals in Webster

  • Nightly prices starting at

    Webster holiday rentals start at $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Webster holiday 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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