Ashland Luxury Vacation Rentals
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Best-rated
Lenroot Lodge
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Lenroot Lodge Seeley is located a 10-minute drive from Runamuk Rides and invites guests to join canyoning, snow skiing, and hiking.
Lenroot Lodge
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Lenroot Lodge
Lenroot Lodge Seeley is located a 10-minute drive from Runamuk Rides and invites guests to join canyoning, snow skiing, and hiking.
Honeybear Hideaway Cabin
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Patio
The cosy Honeybear Hideaway Cabin Hayward is located 20 minutes' walk from Chequamegon Fat Tire Festival Start and invites guests to join cycling and fisheries. With space for up to 4 guests, the 1-bedroom holiday home offers a casino to keep everyone entertained.
Honeybear Hideaway Cabin
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Patio
Honeybear Hideaway Cabin
The cosy Honeybear Hideaway Cabin Hayward is located 20 minutes' walk from Chequamegon Fat Tire Festival Start and invites guests to join cycling and fisheries. With space for up to 4 guests, the 1-bedroom holiday home offers a casino to keep everyone entertained.
Fancy Fireflies Cabin
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Patio
Nestled about a 25-minute walk from Hayward Golf & Tennis, the cosy Fancy Fireflies Cabin Hayward entices guests to explore various tourist destinations nearby. Guests can enjoy cycling and fisheries at this 1-bedroom villa, located 4.2 km from Hatchery Creek Trailhead.
Fancy Fireflies Cabin
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Patio
Fancy Fireflies Cabin
Nestled about a 25-minute walk from Hayward Golf & Tennis, the cosy Fancy Fireflies Cabin Hayward entices guests to explore various tourist destinations nearby. Guests can enjoy cycling and fisheries at this 1-bedroom villa, located 4.2 km from Hatchery Creek Trailhead.
Cheap Ashland Vacation Rentals
Hemlock House
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Patio
Staying at the 2-bedroom Hemlock House Villa Ironwood, guests can easily reach Ironwood Historic Depot & Museum, located just 1.4 km away. The Ironwood villa is suitable for up to 6 guests and features private parking.
Hemlock House
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Patio
Hemlock House
Staying at the 2-bedroom Hemlock House Villa Ironwood, guests can easily reach Ironwood Historic Depot & Museum, located just 1.4 km away. The Ironwood villa is suitable for up to 6 guests and features private parking.
White Horse Stable
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Located 2.7 km from Township of Russell Comm Ctr, White Horse Stable Apartment Bayfield gives access to a number of tourist attractions in the area.
White Horse Stable
- Picnic area/ Tables
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
White Horse Stable
Located 2.7 km from Township of Russell Comm Ctr, White Horse Stable Apartment Bayfield gives access to a number of tourist attractions in the area.
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Great deal
Lakeshore Lily Pad
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Patio
Staying at the 1-bedroom Lakeshore Lily Pad Hayward villa, guests can visit Lake Hayward, which is approximately a 25-minute walk away. This Hayward holiday home can host 4 guests and includes a casino to ensure their enjoyment.
Highlights at the Hayward accommodation include a patio and a golf course, as well as cycling and fisheries for sport lovers.
Lakeshore Lily Pad
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Golf centre
- Patio
Lakeshore Lily Pad
Staying at the 1-bedroom Lakeshore Lily Pad Hayward villa, guests can visit Lake Hayward, which is approximately a 25-minute walk away. This Hayward holiday home can host 4 guests and includes a casino to ensure their enjoyment.
Highlights at the Hayward accommodation include a patio and a golf course, as well as cycling and fisheries for sport lovers.
Pet Friendly Vacation Rentals Ashland Wisconsin
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Beach access
North Shore Cabin W/ Fire Pit By Gooseberry Falls!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Heating
Located just 0.9 km from Gooseberry Falls, the 3-bedroom North Shore Cabin W/ Fire Pit By Gooseberry Falls! Castle Danger provides access to various tourist attractions in the vicinity. This Castle Danger holiday home accommodates up to 8 guests and has hire available for rental.
North Shore Cabin W/ Fire Pit By Gooseberry Falls!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Heating
North Shore Cabin W/ Fire Pit By Gooseberry Falls!
Located just 0.9 km from Gooseberry Falls, the 3-bedroom North Shore Cabin W/ Fire Pit By Gooseberry Falls! Castle Danger provides access to various tourist attractions in the vicinity. This Castle Danger holiday home accommodates up to 8 guests and has hire available for rental.
Loon'S Landing
- Air conditioning
- Tea and coffee facilities
- Heating
Offering a location around a 25-minute walk from Weber Lake, the 2-bedroom Loon'S Landing Villa Mercer gives access to various tourist spots in the area. This 2-bathroom villa hosts up to 6 guests and provides them with a car park.
Loon'S Landing
- Air conditioning
- Tea and coffee facilities
- Heating
Loon'S Landing
Offering a location around a 25-minute walk from Weber Lake, the 2-bedroom Loon'S Landing Villa Mercer gives access to various tourist spots in the area. This 2-bathroom villa hosts up to 6 guests and provides them with a car park.
Snow Otter Haus - 1
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Heating
- Skiing
Snow Otter Haus - 1 Villa Bessemer is nestled 7 minutes on foot from the 250 - acre Big Powderhorn Mountain Resort and can accommodate up to 4 guests. Located 3 km from Wolverine Nordic Ski Trail, the 2-bedroom holiday home provides Wi-Fi and parking.
Snow Otter Haus - 1
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Heating
- Skiing
Snow Otter Haus - 1
Snow Otter Haus - 1 Villa Bessemer is nestled 7 minutes on foot from the 250 - acre Big Powderhorn Mountain Resort and can accommodate up to 4 guests. Located 3 km from Wolverine Nordic Ski Trail, the 2-bedroom holiday home provides Wi-Fi and parking.
Ashland Vacation Rentals Oceanfront
Downtown Yellow Room At Villages On Aurora
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Luggage storage
- Golf centre
Downtown Yellow Room At Villages On Aurora Ironwood villa provides a golf course, a living area, and a dining table for guests' leisure, and is nearly a 20-minute walk from Ottawa National Forest. Offering horse riding tours, this property can accommodate up to 5 people.
Nearby activities include horseback riding, cycling, and fisheries.
Downtown Yellow Room At Villages On Aurora
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Luggage storage
- Golf centre
Downtown Yellow Room At Villages On Aurora
Downtown Yellow Room At Villages On Aurora Ironwood villa provides a golf course, a living area, and a dining table for guests' leisure, and is nearly a 20-minute walk from Ottawa National Forest. Offering horse riding tours, this property can accommodate up to 5 people.
Nearby activities include horseback riding, cycling, and fisheries.
Four-Season Lake Cabin W/ Canoe & Paddle Boat!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
- Terrace
- Patio
The 2-bedroom Four-Season Lake Cabin W/ Canoe & Paddle Boat! Gordon offers proximity to nearby tourist spots, such as Middle Eau Claire Lake, situated approximately 10 minutes away by car. This property hosts up to 6 guests and provides them with private parking.
The area is popular for those who like canyoning.
Four-Season Lake Cabin W/ Canoe & Paddle Boat!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
- Terrace
- Patio
Four-Season Lake Cabin W/ Canoe & Paddle Boat!
The 2-bedroom Four-Season Lake Cabin W/ Canoe & Paddle Boat! Gordon offers proximity to nearby tourist spots, such as Middle Eau Claire Lake, situated approximately 10 minutes away by car. This property hosts up to 6 guests and provides them with private parking.
The area is popular for those who like canyoning.
Hayward Home W/ Private Deck, Fire Pit & Kayak!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Heating
Located nearly a 10-minute ride from Chippewa Flowage, the 3-bedroom Hayward Home W/ Private Deck, Fire Pit & Kayak! offers a game room for guests' entertainment.
Hayward Home W/ Private Deck, Fire Pit & Kayak!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Heating
Hayward Home W/ Private Deck, Fire Pit & Kayak!
Located nearly a 10-minute ride from Chippewa Flowage, the 3-bedroom Hayward Home W/ Private Deck, Fire Pit & Kayak! offers a game room for guests' entertainment.
Ashland Vacation Rentals with Private Pool
Lakefront Mercer Home: Private Dock & Kayaks!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Heating
Hosting up to 4 guests, the 2-bedroom Lakefront Mercer Home: Private Dock & Kayaks! is located in a natural area, 3.6 km from Weber Lake. Guests can enjoy canyoning at this property, located around 10 minutes by car from Trude Lake.
Lakefront Mercer Home: Private Dock & Kayaks!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Heating
Lakefront Mercer Home: Private Dock & Kayaks!
Hosting up to 4 guests, the 2-bedroom Lakefront Mercer Home: Private Dock & Kayaks! is located in a natural area, 3.6 km from Weber Lake. Guests can enjoy canyoning at this property, located around 10 minutes by car from Trude Lake.
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Top location
Wild Rice Retreat
- Cookware/ Kitchen utensils
- Free parking
- Tea and coffee facilities
- Sauna
- Fitness centre
- Patio
During the stay at Wild Rice Retreat Villa Bayfield, guests can indulge in hiking or visit Big Ravine Trail, located 2.6 km away. Featuring a sauna, this lodge is 25 minutes on foot from Bayfield Maritime Museum.
Fitness facilities feature yoga instruction.
Wild Rice Retreat
- Cookware/ Kitchen utensils
- Free parking
- Tea and coffee facilities
- Sauna
- Fitness centre
- Patio
Wild Rice Retreat
During the stay at Wild Rice Retreat Villa Bayfield, guests can indulge in hiking or visit Big Ravine Trail, located 2.6 km away. Featuring a sauna, this lodge is 25 minutes on foot from Bayfield Maritime Museum.
Fitness facilities feature yoga instruction.
Cable Townhome #3 Condo
- BBQ facilities
- Free parking
- Tea and coffee facilities
- Heating
The 2-bedroom Cable Townhome #3 Condo villa is located about a 10-minute ride from Perry Lake, giving access to various tourist spots nearby. With a maximum capacity of 8 guests, this Cable holiday home offers private parking.
At the Cable accommodation, biking, hiking, and fisheries can be arranged upon request.
Cable Townhome #3 Condo
- BBQ facilities
- Free parking
- Tea and coffee facilities
- Heating
Cable Townhome #3 Condo
The 2-bedroom Cable Townhome #3 Condo villa is located about a 10-minute ride from Perry Lake, giving access to various tourist spots nearby. With a maximum capacity of 8 guests, this Cable holiday home offers private parking.
At the Cable accommodation, biking, hiking, and fisheries can be arranged upon request.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Ashland, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Lenroot Lodge |
8.8 / 10 (163 Reviews) |
From 120$ | |
| Honeybear Hideaway Cabin |
9.5 / 10 (33 Reviews) |
From 132$ | |
| Fancy Fireflies Cabin |
9.4 / 10 (24 Reviews) |
From 141$ | |
| Hemlock House |
8.7 / 10 (17 Reviews) |
From 108$ | |
| White Horse Stable |
7.9 / 10 (37 Reviews) |
From 105$ |
Frequently Asked Questions
What Ashland vacation rentals are best for a family getaway?
Lakeshore Lily Pad and Hemlock House both offer spacious accommodations and family-friendly amenities. They provide beautiful spots for outdoor activities and family gatherings.
Book your stay in May for more availability and better rates as it's less crowded, giving families access to more tranquility.
Which vacation rentals in Ashland are dog-friendly?
Fancy Fireflies Cabin and White Horse Stable welcome dogs and offer plenty of outdoor space. You can enjoy hiking trails nearby that are perfect for walks with your pets.
Check if the rental has a fenced yard, as it provides a safer area for your dog to play.
What are the best Ashland vacation rentals with a hot tub?
The Wild Rice Retreat and the North Shore Cabin feature relaxing hot tubs. Enjoy soaking under the stars after a day of exploration.
Visit during winter for a magical experience as the snowy surroundings provide a cozy vibe.
Are there affordable vacation rentals near downtown Ashland?
Lenroot Lodge and Downtown Yellow Room at Villages On Aurora offer budget-friendly rates. Both rentals are conveniently located near local dining and shops.
Plan your visit on weekdays to find lower rates and avoid weekend rush.
Which Ashland rentals are close to scenic views of the lake?
Lakefront Mercer Home and Loon's Landing provide stunning views of the lake. Enjoy picturesque sunsets right from your accommodation.
Book in advance for summer to secure your desired rental during peak viewing times.
What Ashland vacation rentals are suitable for extended stays?
Cable Townhome #3 Condo and Hayward Home offer amenities ideal for longer visits, including full kitchens and spacious living areas. They create a comfortable home-away-from-home feel.
Inquire about discounts for weekly stays to save on longer visits.
Where can I find upscale vacation rentals in Ashland?
The Wild Rice Retreat and North Shore Cabin W/ Fire Pit By Gooseberry Falls offer luxurious stays with premium features. Expect modern amenities and serene surroundings.
Consider off-season booking in late fall to find better deals on upscale rentals.
What unique activities can I do while staying in Ashland?
You can visit the Ashland Historical Museum and explore local art galleries. Don't miss the chance to enjoy water activities on Chequamegon Bay.
Check for schedule updates on local arts and music events; attending on weekends often features more activities.
How can I easily get around Ashland?
Ashland has a compact layout, making walking convenient. For longer distances, consider renting a bike to explore scenic trails.
Visit during summer months when biking along the waterfront trail is particularly enjoyable.
What local events should I plan around when visiting Ashland?
The Bayfield Apple Festival in October is a must-see, featuring local apple growers and crafts. It draws many visitors for its community atmosphere.
Book accommodations early for festival weekends to ensure better availability and rates.