
Vacation rentals in Guilford
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Top-rated vacation rentals in Guilford
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Galena Getaway
Peaceful, pet-friendly ($50 fee per reservation) vacation home in the Galena Territory. 3 bedrooms, 3 bathrooms, two living rooms, 2 wood fireplaces, screened in porch, upper level porch, deck, firepit, access to owner's club (pool, exercise room and game room), marina and 24 miles of hiking trails. Sleeps up to ten people. (Please ensure your guest count is accurate when you make your reservation. The guest count can be updated if needed. Inaccurate reservations will be charged accordingly. )

Wooded Villa with Resort Access, Fireplace, K Bed
⭐King bed with plush bedding in a peaceful, private setting ⭐Wood-burning fireplace — perfect for cozy evenings together ⭐2-minute drive to the North Golf Course, driving range, & Stonedrift Spa ⭐Wooded nature views & tranquil surroundings for a relaxing escape ⭐Just 12 minutes to downtown Galena — excellent shopping, dining, & sight-seeing ⭐Access to Owner’s Club amenities including indoor pool & fitness center ⭐15 miles to Chestnut Mountain Skiing ⭐2 Full bathrooms & newer full size sofa bed

Private, Galena Log Cabin
This custom log cabin is the perfect getaway for friends & family seeking the solitude of the Galena Territory and fine dining and shops just 10 minutes away on Galena's Main Street. Each of the 3-levels offers an owner's suite with bath. Cozy up to 2 fireplaces, grill on the deck, or make 'smores at the firepit. The cabin has high speed, fiber internet and the lower-level walkout features a 55” flat screen TV. Guests can access swimming pools & pool tables at the Owner's Club 7 minutes away.

*Hot tub-Fire-3 king beds-Game room*Winter fun!*
Relax, unwind, & explore at this winter retreat in Galena Territory! Escape to this cozy, spacious cabin for a peaceful winter getaway. Sip morning coffee as snow falls through the trees, then unwind in the hot tub or by the fireplace. Roast marshmallows around the fire or enjoy arcade games, air hockey, darts, and more indoors. Stay active with access to the owner's club—indoor pool, fitness center, and pickleball (8 amenity cards included). Perfect for relaxation and winter adventure!

Octagon treehouse Hottub-pool-fireplace-firepit
Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Cozy, Secluded Cabin -A Peaceful Getaway Location!
Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Peaceful, Cozy Home w/ Club Amenities in Galena.
Welcome to the Toasted Marshmallow; your cozy escape from reality. Enjoy the peace and quiet of this charming three bedroom, two bath home in The Galena Territories. Kitchen is fully equipped to meet your needs. Enjoy the additional lower level family room w/ 2nd fireplace so your group may spread out. Deck with ample room for dining outside and enjoying your coffee or wine. Home includes six access passes to the GTA Owner's Club and pools. Strong Wi-Fi for remote work, if needed.

Galena Country Getaway
Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

The Beauty on Belden: Owners' Club access & more!
Our 3 bedroom, 3 bathroom retreat located in the Galena Territory is the perfect choice for your getaway with access to the Owners' Club. Each bedroom has its own private bathroom. The four seasons room is perfect for relaxing. The home has a spacious back deck for cookouts and entertaining. The house is a 3 minute drive from the Owners' Club and minutes away from 4 golf courses, Shenandoah Riding Center and Marina. 10 minutes to downtown Galena, 15 min to Chestnut Mountain.

Beautiful Miner's Cottage in a Garden
This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

Perfect Location! Owner Club Access, Steps to Pool
Cozy Tranquility on Walnut, Galena IL Entire Home Vacation Rental, 1 Bed, 2 Bath, 4 Person Occupancy This adorable, recently remodeled and refurnished, 1 bedroom/2 full bath townhome is ready to welcome and embrace you any time of the year! Situated with seasonal views of the North Golf Course, and just a short distance from the driving range makes it a great choice for golfers... it's charm and central location make it an ideal choice for everyone!

The Car Wash Inn A Unique Stay
Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area
Popular amenities for Guilford vacation rentals
Stay near Guilford's top sights
Other great vacation rentals in Guilford

Entire Home|Fireplace|Views|Firepit

Getaway on Wheatstrand!

The Tree House

Tranquil Retreat: Cozy Studio @ Wyndham Galena

Oasis in the Galena Territories

The Drey: A Winter Getaway In the Treetop Canopy

Aiken 1083 in Galena

Charming Galena Getaway
Frequently Asked Questions
What are the best places to stay in Guilford Township?
Guilford Township has a range of stays, including countryside homes, cabins, and guesthouses surrounded by rolling hills. Many visitors choose accommodations with scenic views and proximity to outdoor activities for a peaceful retreat.
What are the best things to do in Guilford Township with kids?
Families often explore local parks, picnic areas, and nature trails around Guilford Township. Visiting nearby farms for hands-on animal experiences or seasonal activities is also frequently suggested for children.
What are some of the best things to do in Guilford Township?
Explore rural landscapes, hike or bike local trails, and enjoy birdwatching throughout Guilford Township. Visiting historic barns or browsing antique shops around the area are also frequently suggested activities.
How is the weather in Guilford Township?
Guilford Township has cold winters with temperatures from 11–32°F (-12–0°C), and warm summers reaching 78–82°F (26–28°C). Spring and fall bring milder days with chances for rain, so layers and a light rain jacket are useful.
When is the best time to visit Guilford Township?
Late spring and early fall are often recommended in Guilford Township for mild temperatures and scenic countryside foliage. Summer attracts visitors interested in outdoor activities and local fairs.
What are the best places to visit in Guilford Township?
Guilford Township has scenic lookouts, local parks, and farms where visitors can experience rural charm. Small museums or historic sites in the area provide insight into the township’s agricultural heritage.
What are some hiking trails in Guilford Township?
Nature reserves and township parks around Guilford Township have trails suited for gentle walks and wildlife spotting. Paths often wind through rolling hills and woodlands, giving a sense of the region’s natural beauty.
What are some family activities we can do in Guilford Township?
Families in Guilford Township can spend time at picnic areas, visit playgrounds, or explore walking trails together. Nearby farms sometimes feature seasonal activities, such as pumpkin picking or wagon rides.
What are some of the best day trip ideas from Guilford Township?
Day trips from Guilford Township often include exploring historic downtowns nearby, venturing to riverside parks, or visiting local art galleries and markets in surrounding communities. State parks around the region are also popular for outdoor escapes.
Are there any pet friendly accommodations available in Guilford Township?
Many accommodations in Guilford Township welcome pets, especially in countryside homes and cabins. Several local parks make it easy for guests and their pets to enjoy the outdoors together.
What are some local tips for visiting Guilford Township?
Pack layers for changing weather and comfortable shoes for exploring rural paths. Locals suggest stopping by farm stands for fresh produce and checking community boards for seasonal events or markets.
What is Guilford Township known for?
Guilford Township is known for its rolling farmland, historical sites, and strong sense of local community. The area is appreciated for outdoor activities and seasonal rural traditions.
What are the best hidden gems to explore in Guilford Township?
Travelers often mention rustic barns, quiet woodland trails, and small antique shops as hidden gems in Guilford Township. Local farm stands sometimes surprise visitors with homemade treats or unique crafts.
What are the best foods to try in Guilford Township?
Guilford Township has locally grown produce, farmhouse cheeses, and baked goods that reflect the area’s agricultural roots. Seasonal specialties like fresh sweet corn or homemade fruit pies are frequently suggested.
What should I bring for a trip to Guilford Township?
Bring comfortable walking shoes, layered clothing for variable weather, and a water bottle for outdoor activities. A lightweight rain jacket is useful, as is a camera for capturing rural scenery.
What is the nightlife in Guilford Township like?
Nightlife in Guilford Township focuses on casual local bars, family-friendly diners, and community events. Evenings are often low-key, with some live music at venues or outdoor gatherings during warm months.
What are the most popular events or festivals in Guilford Township?
Guilford Township hosts country fairs, farmers’ markets, and seasonal festivals, especially during summer and fall harvest periods. Community gatherings often feature local food, music, and crafts in a relaxed, welcoming atmosphere.
Are there family friendly vacation rentals in Guilford Township?
Guilford Township has several family friendly rentals, including spacious homes and cabins with amenities like outdoor space and kitchens. Many are close to parks or walking trails for easy access to nature.
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