Pet-friendly holiday rentals in Webster

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.

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.

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.

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.

Clean & Cozy Lakehouse • Hunters, Fishers & Family

Quiet, peaceful country home on Indian Springs Lake just 5 miles southeast of Clark, SD. Hunters & fishermen—NEW! Heated garage available for dogs, vehicles, or boats. Relax in total comfort after a day on the lake or in the field with stunning lake views to the east and unforgettable sunsets to the west. Wildlife is abundant, and the fish in the lake are plentiful! Spotlessly clean, well-maintained, and stocked with high-quality essentials along with a Culligan RO drinking water system.

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.

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.

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.

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.

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.

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.

Gone Fishing & You Should Too!Stay @TailsUpRetreat

Relax, recharge, and reel in the good times at Tails Up Retreat! This pet-friendly getaway in the Glacial Lakes Region is ideal for families and outdoor enthusiasts alike. Enjoy a heated garage, fish/game cleaning station, cozy living spaces, and a fenced yard for your pup — all just blocks from downtown Webster. Discover hospitality at its finest and make memories that will last a lifetime at Tails Up Retreat.