House holiday rentals in Galena

The exterior of the home is showcased, highlighting a multi-level structure surrounded by lush greenery. Large windows reflect warm indoor lighting, and a spacious deck is visible, featuring Adirondack chairs positioned near the lawn, offering ample space for relaxation and outdoor enjoyment.

4.96 out of 5 average rating, 120 reviews

Spacious Treehouse: Hot Tub • Fire pit • Games

🌲7 minutes to Owner's Club 🌲10% Weekly Discount 🌲3 BRDM+3.5 BTH (all ensuite) 🌲Secluded + Spacious on 2-acre lot 🌲Hot tub! 🌲Smokeless firepit (wood provided)🪵 🌲Year-round community indoor pool & seasonal outdoor pool 🏊‍♂️ + zero entry kiddie pool 🌞 🌲Open concept main level 🌲Games & puzzles for all ages 🧩 🌲Axe throwing game 🎯 🌲Large connect 4 game & jenga 🌲New & fully equipped kitchen 🍽️ 🌲Kid & Dog friendly 👧🏼🐶 🌲Seasonal valley views 🌲Gym access 🌲High-speed internet

The charming craftsman-style house features a welcoming front porch with brick accents and a porch swing. A well-manicured garden with vibrant foliage adds a touch of color, while tall trees provide a natural backdrop. The entrance is framed by large windows, enhancing natural light.

4.95 out of 5 average rating, 194 reviews

Galena home close to Main St with parking and deck

Charming four-bedroom house located 2 blocks from Galena's Main St. Fully-equipped kitchen, dining room, living room, and laundry room. Direct TV and WiFi are also available. One bedroom is on the main floor, 3 are upstairs. The home has a large front porch with a porch swing. There is also a deck with lots of seating built into the back hillside which is shaded in the afternoon. Two concrete off-street parking spots between the house and deck are available for guests. Easy self-check-in.

A tri-level house with a muted gray exterior features multiple large windows. A front porch with railings is visible, inviting relaxation. Surrounding greenery and a neatly maintained yard contribute to the peaceful setting. The sloped roof adds character to the home.

4.91 out of 5 average rating, 108 reviews

Cozy Wooded Tri-Level In Galena Territory

Relax with friends or the whole family at this wooded and peaceful place to stay in the Galena Territory.Cozy Tri-Level with 3 comfortable bedrooms and 3 baths. Tvs in 2 bedrooms as well as large tvs in the living room and downstairs rec room.Fireplace in living room area.Sit outside and enjoy the scenery on the front porch or back screened patio.Only 6 miles to Downtown Galena .Guests are welcome at Lake Galena,the Owners Club,Restaurants,Pools and Trails.Six Free passes are included.

The exterior of a spacious home is displayed, featuring a wraparound deck and large windows that allow ample natural light. Outdoor seating options, including blue chairs and a stone fire pit, are positioned on a grassy area surrounded by mature trees.

4.95 out of 5 average rating, 191 reviews

Awesome Lodge in Galena Territory

Bring the whole family to our Galena home for fun, games, and making memories! Located 1.3 miles from the Owner's Club in The Galena Territory, enjoy many amenities and everything Galena has to offer! 15 mins to downtown! 3 bedrooms and 3 full bathrooms, the house is equipped with great Wi-Fi and key cards to access Territory amenities! There is tons of space to spread out across 3 floors . Enjoy the game room, hot tub, three seasons room, deck, and outdoor space in this awesome home!

A warm living area features a brick fireplace with a mounted television above it. Large skylights and windows allow natural light to fill the space. A coffee table stands at the center, adorned with decorative items, complemented by comfortable seating and a vibrant area rug.

4.97 out of 5 average rating, 119 reviews

Secluded Treehouse, great views, new luxury bath

Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.

A comfortable living area is featured with two spacious sofas and a round coffee table. A wall-mounted television is positioned above a stylish fireplace, with large windows showcasing views of grassy landscapes. Soft textiles and decorative art add a welcoming touch.

4.95 out of 5 average rating, 108 reviews

*King Bed*, *Fire Pit Table* & *Stunning Views*

Welcome to The Golf View, where relaxation and fun collide! This 1-bedroom, 2-bath abode is perfect for a romantic getaway or a golfing adventure with pals. Whip up a culinary masterpiece in the fully-equipped kitchen, chill out with some vintage tunes on the mezzanine loft, or binge-watch your favorite shows on the 50" Smart TV. Outside, unwind on the deck or get cozy around the fire pit table for some unforgettable nights. Book your stay now and get ready for a hole-in-one experience!

This historic brick home features multiple windows reflecting a classic architectural style. A stone garage, designed with modern doors, complements the house. Lush greenery surrounds the property, enhancing its natural appeal. A paved driveway leads to the garage, showcasing an inviting approach to the entrance.

4.96 out of 5 average rating, 247 reviews

1842 Bavarian Brew House

Nestled in charming and historic Galena this beautiful home was built in 1842 by brewer Peter Specht from Bavaria. The cellar operated as his brewery and tavern while living in the home above. The house was extensively renovated in 2008. It remains full of character and charm, but now boasts an abundance of modern comforts. A quiet private patio and yard are the perfect spot for a morning coffee or a glass of wine. All within a few walkable blocks to Main Street, the heart of Galena!

4.94 out of 5 average rating, 270 reviews

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.

The charming two-story miner's cottage features a welcoming front porch adorned with historic American flags. Lush greenery surrounds colorful flower beds, enhancing the outdoor space. The stone and white clapboard exterior reflects classic architectural elements within the Galena National Historic District.

4.96 out of 5 average rating, 600 reviews

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!

A stone lion statue is positioned prominently at the entrance of a brick building. The lion faces forward, with its detailed mane and features clearly visible. Green-framed windows can be seen flanking the entrance, which is marked by a decorative door above a number.

4.98 out of 5 average rating, 160 reviews

Galena RowHouse - Downtown with parking included!

Built in 1846, the Galena RowHouse is one of the oldest guest homes in Galena. Although it was built over 175 years ago we have taken time to provide beautiful and modern updates with out destroying the historical integrity. The home is in downtown Galena with a beautiful view of the Fever River and near many walking paths, including Grant’s Home. Live like a local during a stay at the family-friendly Galena RowHouse. Free parking provided for your entire stay.

4.88 out of 5 average rating, 106 reviews

Hot Tub | Fireplace | Screened Porch | Pool Access

Escape to this cozy 2-bedroom + loft retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer. ✨ HIGHLIGHTS • Private hot tub + outdoor fire tables • Screened-in porch surrounded by nature • Wood-burning fireplace • Access to Owner’s Club (pool, fitness center & more) • Smart TVs + fast WiFi • 12pm check-in & check-out • 11 minutes to downtown Galena

A spacious kitchen features a large island with four stools and sleek cabinetry. Modern stainless steel appliances are showcased, along with a stylish tile backsplash. Natural light streams in through a window, highlighting the open design that connects to the adjoining living area.

4.95 out of 5 average rating, 143 reviews

Summer Escape in Galena | Hot Tub & Relax

Welcome to Pine Ridge—a peaceful, modern 2-bedroom, 2.5-bath vacation rental in The Galena Territory. With two king suites, a cozy living area, forest views, and a private hot tub, it’s perfect for couples, friends, or a remote work getaway. Relax on the porch, unwind by the fireplace, or explore nearby trails, shops, and GTA amenities. Just 5 minutes to the Owners Club and 10 minutes to downtown Galena.

Popular amenities for Galena house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living space features a modern kitchen with stainless steel appliances and a spacious island. A staircase with wooden railings leads to a second-level area illuminated by large windows. The dining area includes a long table and comfortable chairs, creating an inviting atmosphere.

4.94 out of 5 average rating, 79 reviews

Cozy retreat in Galena Territory

4.97 out of 5 average rating, 130 reviews

The Gathering Place- Modern, Spacious, 6 bedrooms

A spacious living area is highlighted by a large sectional sofa in warm tones. Natural light pours in through skylights, illuminating wooden floors. A dining table with multiple chairs is visible, alongside a well-equipped kitchen in the background, creating an inviting and open atmosphere.

4.9 out of 5 average rating, 151 reviews

Hot Tub Retreat • Firepit • 3BR/3BA • Dogs OK

Superhost

The exterior of the tree house is softly illuminated at night, showcasing large windows that reveal the warmth inside. A red-lit sauna entrance is visible on the side, while a cozy fire pit is situated nearby, inviting relaxation in the serene outdoor setting.

4.83 out of 5 average rating, 42 reviews

The Tree House

Superhost

An open living area showcases a bright red sofa with decorative pillows, positioned next to a glass-top coffee table. The wooden staircase leads to an upper level with a railing, while large windows invite natural light and offer views of the surrounding greenery.

4.81 out of 5 average rating, 104 reviews

House 3bd/3bth- indoor pool -close to chestnut mnt

A charming exterior view of the house is showcased, featuring a welcoming front porch with white railings and two rocking chairs. Lush greenery surrounds the home, and a stone pathway leads to the entrance. Sunlight filters through the trees, casting gentle shadows on the lawn.

4.94 out of 5 average rating, 166 reviews

Galena Territory - Pets - Fireplace - Pool Access

An outdoor seating area is arranged around a central fire pit on a spacious deck. Comfortable chairs with decorative pillows face the fire, surrounded by a plaid rug. Lush green hills are visible in the background, enhancing the tranquil outdoor setting.

4.98 out of 5 average rating, 87 reviews

Golden Meadows Escape: A Luxurious Country Retreat

5 out of 5 average rating, 20 reviews

Modern, Luxe Escape | Hot Tub | Fire Pit | Games!

Weekly house rentals

5 out of 5 average rating, 20 reviews

Entire Home|Fireplace|Views|Firepit

A spacious home is situated on a gently sloping landscape, framed by mature trees. The exterior features a combination of stone and wood elements, with a welcoming front porch and large windows that enhance natural light. A paved driveway leads up to the property.

5 out of 5 average rating, 95 reviews

Stunning 5 bdm home on The General in Galena Terr!

5 out of 5 average rating, 21 reviews

Pleasant View School

Superhost

A spacious bed is centered against a light-colored wall, featuring an upholstered headboard with button detailing. Flanking the bed are two nightstands with complementary lamps. Soft, textured bedding and decorative pillows add a cozy touch.

4.88 out of 5 average rating, 67 reviews

Luxury Loft With Backyard, Patio, & Grill

A spacious hot tub sits on a covered deck, surrounded by outdoor lighting and natural scenery. Nearby, a pair of hammocks provide relaxation options, while a staircase leads to additional levels. The tranquil view of trees and open fields enhances the peaceful setting.

4.96 out of 5 average rating, 54 reviews

Galena Fall Escape! Hot Tub, 6 Ensuite BRs +Fun!

The exterior of a modern cabin is framed by lush green foliage. The structure features a prominent a-frame design with large glass windows and a spacious balcony. The surrounding lawn is well-maintained, showcasing the home's integration into the natural landscape.

4.97 out of 5 average rating, 69 reviews

*Golf*Firepit*Hot Tub*Owners Club*Dog Friendly*

The living room features soft furnishings, including a patterned armchair and a recliner, situated on a light-colored rug. A standing lamp provides subtle illumination. A wooden table is positioned beside the recliner, and a staircase is visible in the background.

4.97 out of 5 average rating, 62 reviews

Quick walk to downtown, with off street parking

5 out of 5 average rating, 50 reviews

The Owl House

Private house rentals

A well-designated playground area features a wooden playset with a slide, climbing structure, and swing. Nearby, several blue chairs are arranged on the ground, surrounded by a landscape of trees and fallen leaves, leading to a two-story house in the background.

4.93 out of 5 average rating, 44 reviews

Luxurious, Newly Remodeled, 4bd home w/hot tub

A spacious yard features a circular stone fire pit surrounded by four metal chairs. The house stands in the background, showcasing a classic architecture with a hipped roof and a front porch. Green grass and trees provide a natural setting under a clear blue sky.

4.99 out of 5 average rating, 69 reviews

Spring savings*hot tub*dog friendly*5 stars*arcade

4.88 out of 5 average rating, 86 reviews

Tower House | Heated Pool + Cedar Sauna + Hot Tub

A spacious living area is bathed in natural light from large windows, showcasing views of the surrounding woods. A comfortable sectional couch is positioned for relaxation, while a modern fireplace and mounted television enhance the casual ambiance. A telescope is available for stargazing.

4.96 out of 5 average rating, 72 reviews

Longwood Lodge

A comfortable living area is presented with two plush blue armchairs and a coffee table featuring a geometric design. A flat-screen TV is mounted above a modern fireplace. Natural light pours in through large windows with sheer curtains, offering a view of the outdoor space.

4.98 out of 5 average rating, 42 reviews

The Galena Getaway | Townhouse in Galena Territory

The spacious living area features high vaulted ceilings and large windows that provide views of the surrounding wooded landscape. A stylish seating arrangement with a sectional sofa is positioned near a sleek fireplace, complemented by light wood flooring and modern lighting fixtures.

5 out of 5 average rating, 29 reviews

Oasis in the Galena Territories

A charming three-level cottage is set amidst lush greenery. The cottage features a warm red brick exterior and a white railing adorned deck. Outdoor seating is arranged on a stone patio, surrounded by well-maintained gardens, inviting relaxation and interaction with nature.

5 out of 5 average rating, 22 reviews

Corwith Coach House

A charming house is set against a backdrop of lush greenery, with a stone chimney adding character. A well-maintained, expansive lawn leads from a paved driveway to the entrance, inviting guests to enjoy the natural surroundings.