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Forest Edge
A great place to getaway!

Forest Edge

Spacious updated home located at the end of a quiet cul-de-sac amongst the trees. Sit in the screened porch and...

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Dogwood Home
A great place to getaway!

Dogwood Home

6 bedroom, 6 bathroom beautiful and spacious home near Owner's Club, Family room on main level with wood fireplace, open...

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Nature’s Retreat
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Nature’s Retreat

Apple Canyon Lake home with game room, hot tub and Bear Lodge right next door Beds: 1 King on Main...

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Wagoner Lane
A great place to getaway!

Wagoner Lane

Spacious 4 bedroom log home with hot tub near the Owner's Club. Spacious open floor plan on main level with...

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Briarwood
A great place to getaway!

Briarwood

5 bedroom, 5 bath home with 2 whirlpools, hot tub, game tables Beds: 2 King Beds | 3 Queen Beds...

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Pond Court
A great place to getaway!

Pond Court

5 bedroom, 3.5 bathroom home within walking distance to the pool.  Main level family room, open floor plan, lower level...

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Shorewood
A great place to getaway!

Shorewood

5 bedroom, 3 bath log home with game room, hot tub, firepit Beds: 2 Kings | 2 Queens | 1...

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Sugarcreek 15
A great place to getaway!

Sugarcreek 15

Modern 4 bedroom home with private hot tub, game room, amazing views, wood fireplace, open floor plan, pac man, basketball...

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Sugarcreek 70
A great place to getaway!

Sugarcreek 70

4 bedroom spacious home with hot tub, pool table, firepit, pet friendly Have a large group and need 2 homes?...

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Saddleback
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Saddleback

Beautiful 4 bedroom, 3.5 bath secluded home with wooded surrounding, open floor plan, 2nd family room in lower level, wood...

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Cinnabar
A great place to getaway!

Cinnabar

Cozy 4 bedroom with great views, arcade game, foosball, hot tub Beds: 4 Queen Beds | Twin pullout | Sofa...

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Tanager
A great place to getaway!

Tanager

4 bedroom home with hot tub, game room, fire pit, across from pool Beds: 1 King Bed | 2 queen...

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Cemetery Ridge
A great place to getaway!

Cemetery Ridge

Charming home with pool table near Marina for boat rentals and fishing Beds: King Bed, 2 Queen Beds Amenities: Air...

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Lookout Trace
A great place to getaway!

Lookout Trace

Great house for a family gathering, large yard area, near resort amenities Beds: King Bedroom, Queen Bedroom, Bedroom w/ Two...

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Bear Lodge
A great place to getaway!

Bear Lodge

Log home with hot tub, game room, fireplace, 2 kitchens, screened porch, deck Walking distance to golf, pool, and marina....

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Territory Drive
A great place to getaway!

Territory Drive

Spacious townhome with great views overlooking golf course and is centrally located in the resort.  Wood fireplace, Theatre Room, WIFI,...

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Storybrook
A great place to getaway!

Storybrook

Golf course clubhouse converted into spacious home with deck, grill, game room, huge roaming grounds. Beds: 1 King Bed |...

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Longwood Home
A great place to getaway!

Longwood Home

Cozy 3 bedroom where you can relax around the fireplace, firepit, whirlpool, Hot tub, Arcade Game, Futon Beds: 1 King...

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Cumberland
A great place to getaway!

Cumberland

Cozy 3 bedroom wooded retreat with hot tub, firepit, screened porch Beds: 3 Queen Beds | sleeper sofa Amenities: Air...

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Settler Lane 7
A great place to getaway!

Settler Lane 7

Cozy hideaway with 3 season lake view, wood fireplace, deck and gas grill Beds: 1 King bed Upstairs | 2...

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Farmstead
A great place to getaway!

Farmstead

Beautiful rustic townhome with lodge theme and near amenities Beds: 2 queen beds, 1 on Main Floor, 1 in Upper...

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Long Bay C7
A great place to getaway!

Long Bay C7

2 bedroom, 2 bath condo with screened porch, small deck and nearby lake Beds: 2 Queen Beds, Sofa Sleeper Amenities:...

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Walnut Hill 104
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Walnut Hill 104

Comfortable, spacious split level townhome with wood fireplace, deck, gas grill Beds: One King | One set of Twins |...

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Settler Lane 10
A great place to getaway!

Settler Lane 10

Beautiful 2 bedroom home with deck, firepit, fireplace Beds: 1 King | 1 Queen Amenities: Air Conditioning | Washer |...

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Settler Lane 9
A great place to getaway!

Settler Lane 9

2 bedroom settlement cottage with seasonal lakeview, gas fireplace, deck and grill Beds: 2 Queen Beds | 1 queen sleeper...

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Settler Lane 15
A great place to getaway!

Settler Lane 15

Beautiful cozy getaway in the heart of Eagle Ridge Resort with access to lake and pools Beds: 1 King Bed...

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Settler Lane 19
A great place to getaway!

Settler Lane 19

2 bedroom cozy home near amenities, walking trails, 6 miles from downtown Galena (3 for 2 Mon-Thurs, Nov 1-May 15,...

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Settler Lane 20
A great place to getaway!

Settler Lane 20

2 bedroom, 2 bath cottage, deck and gas grill, electric fireplace, near amenities, newly remodeled Beds: 2 queen beds, queen...

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Long Bay A10
A great place to getaway!

Long Bay A10

Spacious pet friendly condo with lake view, 2 family rooms and screened porches Beds: 2 King Beds | sleeper sofa...

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Springcreek 6
A great place to getaway!

Springcreek 6

Cozy pet friendly townhome on golf course, wood fireplace, deck and gas grill Beds: 2 queen beds Amenities: Air Conditioning...

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Thatcher Cottage
A great place to getaway!

Thatcher Cottage

2 bdrm, 2 bath Settler Cottage Beds: 2 queen beds Amenities: Air Conditioning | Washer | Dryer | Linens Provided...

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Springcreek 14
A great place to getaway!

Springcreek 14

Come relax in this beautiful split level townhome near resort amenities, walking trails Beds: 2 queen beds Amenities: Air Conditioning...

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Longhollow 1105
A great place to getaway!

Longhollow 1105

Studio hotel room with access to indoor pool, hot tub, sauna, fitness room Beds: Studio Room with Queen Bed and...

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Longhollow 1321
A great place to getaway!

Longhollow 1321

King size bed, small deck, double whirlpool in bath, fireplace, pool access Beds: 1 Studio Room with a King Bed...

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Long Bay A5
A great place to getaway!

Long Bay A5

Condo with King bed and lake view located near main resort and amenities Beds: 1 King Bed Amenities: Air Conditioning...

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Long Bay C13
A great place to getaway!

Long Bay C13

Newly remodeled condo with no steps, screened porch, small deck, pet friendly Beds: 1 King Bed Amenities: Air Conditioning |...

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Settler Lane 8
A great place to getaway!

Settler Lane 8

2 bedroom, 2 bath cozy cottage with access to resort amenities! Kick back and relax in this calm, stylish space....

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Springcreek 16
A great place to getaway!

Springcreek 16

Cheerful, cozy, and relaxing townhome near resort amenities Beds: King bed, Queen bed Kick back and relax in this calm...

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Tin Roof Cottage, Elizabeth, IL
A great place to getaway!

Tin Roof Cottage, Elizabeth, IL

Keep it simple at the Tin Roof Cottage, a 1 bedroom home located in Elizabeth, IL. Antique shopping, dining, and...

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Corner Townhome Villa
A great place to getaway!

Corner Townhome Villa

Spacious, sun filled, 2b, 2ba golf villa located in the Galena Territory resort core. Features include: seasonal Walnut Hill pool,...

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Territory Dr 323
A great place to getaway!

Territory Dr 323

Enjoy a stylish experience at this centrally-located townhome. Newly remodeled with 2 King beds and 1 queen, futon, kitchen, dining,...

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6 Settler Lane
A great place to getaway!

6 Settler Lane

Your family will be close to everything when you stay at this beautiful cottage. 2bedroom, 2 bath, sofa sleeper, grill,...

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302 Territory
A great place to getaway!

302 Territory

Your family will be close to everything when you stay at this very homey townhome. 2bedroom, 2 bath, sofa sleeper,...

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Managua Nicaragua
A great place to getaway!

Managua Nicaragua

Your family will love this huge home with a pool, gym area, dining room, 3 bedrooms, 5 bathrooms, Huge living...

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13 Settler Lane
A great place to getaway!

13 Settler Lane

Enjoy your stay at this comfortable cottage. 2bedroom, 1.5 bath, wood fireplace, gas grill, nice deck with outdoor table and...

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Blue Ridge
A great place to getaway!

Blue Ridge

Beautiful log home at the end of a cul de sac, quiet, wooded, firepit, hot tub, pool table, ping pong,...

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Studio 1218
A great place to getaway!

Studio 1218

Relax at this charming studio room with indoor gas fireplace, double whirlpool, coffee bar, access to fitness room, game room,...

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Long Bay A21
A great place to getaway!

Long Bay A21

Exquisite 2b, 2ba condo located in the Galena Territory resort core. Features include: seasonal Long Bay pool, Owner’s Club fitness...

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129 Blackhawk
A great place to getaway!

129 Blackhawk

Beautiful 6 bedroom, 6.5 bath home with screened porch, firepit, hot tub, full kitchen, game room.  Living room with fireplace....

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29 Southridge
A great place to getaway!

29 Southridge

Elegant, Newly Remodeled, 4b, 3ba home located in the Galena Territory resort core with hot tub, arcade games, foosball, fireplaces,...

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Featured Vacation Homes

29 Southridge

Elegant, Newly Remodeled, 4b, 3ba home located in the Galena Territory resort core with hot tub,...

  • 4 Bedrooms
  • 3 Bathrooms
  • 12 Occupancy
129 Blackhawk

Beautiful 6 bedroom, 6.5 bath home with screened porch, firepit, hot tub, full kitchen, game room. ...

  • 6 Bedrooms
  • 6.5 Bathrooms
  • 12 Occupancy
Long Bay A21

Exquisite 2b, 2ba condo located in the Galena Territory resort core. Features include: seasonal Long Bay...

  • 2 Bedrooms
  • 2 Bathrooms
  • 6 Occupancy
Sunrise Villa

1b, 2ba golf villa located in the Galena Territory resort core. Features include: seasonal Walnut Hill...

  • 1 Bedrooms
  • 2 Bathrooms
  • 4 Occupancy
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Fun For Your Family!

Rosebud Rentals offfers many luxury vacation homes to choose from with plenty of activities and fun for the entire family. A great place to getaway! Book your reservation today.

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Browse Rentals
Explore the Outdoors

Rolling hills and beautiful terrain for outdoor adventure, the Galena area offers many options for a variety of skill levels and ages. There's enough to keep everyone occupied for hours and hours!

Historical Experiences

To say that Galena Country is 'rich in history' is an understatement. Even the scenic routes to Galena are historical, so make a pit-stop on the way through Stockton and Elizabeth, Illinois.

Exciting Events

The local events calendars are loaded with incredible happenings! From hot air balloon races to civil war reenactments to various holiday festivities, there's always something to discover.

More than Lodging

Our guests also enjoy a variety of amenities offered by The Galena Territory: boating & fishing on Lake Galena, horseback riding at Shenandoah and access to the Inn's game room and indoor pool.

More Rentals Available

Shorewood

5 bedroom, 3 bath log home with game room, hot tub, firepit Beds: 2 Kings |...

5
3
Settler Lane 19

2 bedroom cozy home near amenities, walking trails, 6 miles from downtown Galena (3 for 2...

2
2
Wagoner Lane

Spacious 4 bedroom log home with hot tub near the Owner's Club. Spacious open floor plan...

4
2.5
Tanager

4 bedroom home with hot tub, game room, fire pit, across from pool Beds: 1 King...

4
3.5

Why Choose Us

Affordable Vacation Rentals

Lower rates for Monday-Thursday, except for major holidays. We have specials throughout the year to help you enjoy your stay even more!

Excellent Customer Service

We are ready to provide for all your needs while you stay here in the beautiful rolling hills of Jo Daviess County! Contact us now.

Multiple Jo Daviess Locations

Distinctive vacation rental homes available for lodging in the Galena Territory, Galena, IL, Apple Canyon Lake and other nearby locations.

40+ Houses, Townhomes, Condos

Rosebud Rentals offers many luxury vacation homes and other options including townhomes, condos and even hotel rooms.

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Testimonials

We were a group of 6 ladies from the Chicago area. This home is a perfect spot for a weekend get-away. Not too far from Chicago, lots of bedrooms (most with its own bathroom), wonderfully stocked kitchen for food prep, spacious, and clean. Beds are all comfortable with fabulous, soft linens. Highly recommend!

Jonell M.

Fantastic property! Spacious, bright and clean with lots of room to spread out. It was so nice having a large living room, deck, screened porch and a patio to enjoy. Great gathering place for family, and so nice to have 6 bedrooms and 6 baths. Huge bonus was that our dogs were allowed. Lovely location with lots to do.

Carrie G.

We were a group of 12 adults coming from 6 different states. Walking through the front door into a large open space with lots of natural light we could tell it would be perfect for us. Amenities in the home and within the community were great.

Candace J.

The house was beautifully maintained, well stocked & the perfect quiet get away. The backyard is wooded & private and the screened in porch is a great place to relax outdoors.

Carla I.

Very nice and helpful people. had a last minute chance for a golf getaway and Rosebud came through with the perfect place! Highly recommended.

Craig E.

Always helpful and will work with you as needed! Will never rent from anyone else!

Brian D.

We have been using them for years. Spacious rooms. Thoughtful amenities.

Rob U.