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Happy Days and Nights - Bear's Den

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Escape to a serene winter wonderland in this eco-friendly cabin, surrounded by leafless trees and a clear sky.
Situated in a wooded area, this traditional building features a gabled roof and a covered porch.
Escape to a serene natural setting in this cozy cabin, featuring a hot tub and a peaceful atmosphere.
Enjoy a refreshing shower in the bathroom, featuring a glass-enclosed shower area and a wooden vanity with a mirror.
Cozy bedroom with a central bed, television, and a painting of a snowy landscape.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Gym

Explore the area

Map
Harbor Springs, MI
  • Nub's Nob Ski Area
    ‪16 min walk‬
  • The Highlands
    ‪7 min drive‬
  • Petoskey State Park
    ‪7 min drive‬
  • Pellston, MI (PLN-Pellston Regional)
    ‪32 min drive‬

Room options

About the neighborhood

Harbor Springs

In Harbor Springs .With a stay at this Harbor Springs B&B, you'll be steps from Happy Days and Nights Winery and Pleasantview Winery. Lake Michigan and Nub's Nob Ski Area are also within 3 miles (5 km).
View more B&B in Harbor SpringsOpens in a new window

What's nearby

  • Nub's Nob Ski Area - 16 min walk - 0.9 miles
  • The Highlands - 7 min drive - 2.5 miles
  • Heather Golf Course at Boyne Highlands - 7 min drive - 2.5 miles
  • Petoskey State Park - 7 min drive - 4.3 miles
  • Harbor Springs Beach - 10 min drive - 5.9 miles

Getting around

  • Pellston, MI (PLN-Pellston Regional) - 27 min drive

Restaurants

  • ‪Taco Bell - ‬9 min drive
  • ‪Culver's - ‬10 min drive
  • ‪Kilwins Chocolate Kitchen - ‬13 min drive
  • ‪Northwood Family Restaurant - ‬13 min drive
  • ‪Petoskey Brewing - ‬8 min drive

About this property

Happy Days and Nights - Bear's Den

Happy Days & Nights is a truly unique hideaway near Harbor Springs, Mi. Surrounded by spruce, hemlock, white birch, poplar, and oak trees, this hidden gem offers the ultimate in privacy, tranquility, and wow factor!

Happy Days and Nights is a beautiful, hilltop bed and breakfast with winery that includes a fully equipped tasting room containing hundreds of bottles of artisanal wine, hand-crafted on the premises.

The Bear’s Den is a rustic, woodland themed room with a queen bed and a private bathroom with walk-in shower. It’s located in the wine tasting room building with a private entrance.

There’s a petrified wood basin sink, a walk-in glass shower with pebbled tiling in the silhouette of a waterfall. There’s a flat screen tv, a personal fan, heater, mini fridge, and coffee maker. Guests enjoy clean towels and hand cloths, a hair dryer, and free toiletries. There is breakfast included every morning and a buffet bar in the Sunset House with coffee, water, dry cereal, fresh fruit, and nutritional health samples for guests to enjoy.

Property manager

Chris Smith

Languages

English

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Property amenities

Internet

  • Available in all rooms: WiFi
  • Available in some public areas: Internet access

Food and drink

  • Free breakfast available

Things to do

  • Gym
  • Sauna

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility

Room amenities

Entertainment

  • TV with cable/satellite channels

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Food and drink

  • Coffee/tea maker
  • Refrigerator

More

  • Heating

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Cashless transactions are available
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 19
Safety features at this property include a fire extinguisher, a smoke detector, and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 19. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a first aid kit in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Vrbo Property
Happy Days Nights Bear's Den
Happy Days and Nights - Bear's Den Harbor Springs
Happy Days and Nights - Bear's Den Bed & breakfast

Frequently asked questions

How close is Happy Days and Nights - Bear's Den to the airport?

This bed & breakfast is 14.3 mi (27-min drive) away from the Pellston, MI (PLN-Pellston Regional) airport, the closest popular airport to the property.

Does Happy Days and Nights - Bear's Den have an airport shuttle?

Airport shuttle services are not available at this bed & breakfast.

How close is Happy Days and Nights - Bear's Den to the beach?

This bed & breakfast is 4.9 mi (10-min drive) from Harbor Springs Beach.

Does Happy Days and Nights - Bear's Den offer free breakfast?

Yes, this bed & breakfast offers free breakfast.

Is there a casino at Happy Days and Nights - Bear's Den?

No, there is no casino at this bed & breakfast, but Odawa Casino (17-min drive) is nearby.

What time is check-in at Happy Days and Nights - Bear's Den?

Check-in begins at 3:00 PM.

Is there free parking at Happy Days and Nights - Bear's Den?

Free parking is not available at this bed & breakfast.

Does Happy Days and Nights - Bear's Den have a pool?

This bed & breakfast does not have a pool.

Does Happy Days and Nights - Bear's Den have a spa?

There are no spa services available at this bed & breakfast.

How close is Happy Days and Nights - Bear's Den to downtown Harbor Springs?

This bed & breakfast is 4.1 mi away from Harbor Springs.

Happy Days and Nights - Bear's Den Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 40 out of 42 reviews
Rating 8 - Good. 2 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Kris M., Oakland, MI

Liked: Cleanliness

Great ski weekend

Very comfortable and relaxing stay. The breakfast was great too. We enjoyed the cabin and the sauna which is right outside the door. Perfect weekend away
Stayed 2 nights in Jan 2025

10/10 Excellent

Timothy K.

Liked: Cleanliness

Hidden Gem

Wonderful stay. We didn’t get to have breakfast though. Conveniently located. Undisturbed relaxation.
Stayed 3 nights in Aug 2024

8/10 Good

Susan I.

Liked: Cleanliness

Sister Bear Den Stay

Chris and Jessica were very accommodating. Bear Den was perfection. Hospitality by hosts excellent. Property owner needs repair and work on the exterior and grounds were a disappointment.
Stayed 2 nights in Aug 2024

10/10 Excellent

Margaret B.

Liked: Cleanliness

Wonderful hosts!

A great location and wonderful, clean accommodations. The breakfasts were so tasty and the property managers so friendly and helpful. We loved it!
Stayed 2 nights in Aug 2024

10/10 Excellent

Alana P.

Liked: Cleanliness

Happy at Happy days

Great for a long weekend get away. Conveniently located, very clean and comfortable, with friendly and helpful hosts. Will come back for sure!!!!!
Stayed 2 nights in Jul 2024

10/10 Excellent

T G.

Liked: Cleanliness

Private space and friendly hosts

First time using VRBO, and it was extremely pleasant. Ended up being the only ones there that night, and Chris made the effort to do some wine tasting for us. After that, we got to enjoy the hot tub all alone. The room was private, and quite cozy. The bed and pillows were so comfortable that I didn't want to get up. We will definitely contact them in the future if we venture that way again. Chris and Jessica were very kind hosts, and I feel went above and beyond what was necessary. Highly recommend.
Stayed 1 night in Jun 2024

10/10 Excellent

Kelsey H.

Liked: Cleanliness

Another great stay

We’ve been coming for a few years in a row to stay when we’re skiing nearby. It’s a great location, warm and cozy and has a great breakfast!
Stayed 3 nights in Jan 2024

10/10 Excellent

Carrie M.

Liked: Cleanliness

Quick Color Tour

My husband and I were traveling to see the Amazing color this fall season and celebrating our 25th anniversary!! Chris & Jess of Happy Days & Nights greeted us upon arrival, showed us around the property and then to our room. This was our first time at a B&B…The Bears Den (1st floor, behind winery) was a Super cute set up! Clean~Cozy~Quiet. We also, enjoyed the hot tub~sauna. Breakfast & Wine Tasting was delish!
Stayed 1 night in Oct 2023

10/10 Excellent

Ericka K.

Liked: Cleanliness

Color tour

We had a great time nice little Gem! Would stay again.
Stayed 1 night in Oct 2023

10/10 Excellent

Steve S.

Liked: Cleanliness

Happy Days

Bears Den was clean and comfortable, but could use a chair. Private setting, and our hosts were helpful and available as needed. Served a great breakfast as well. Would go back again.
Stayed 3 nights in Aug 2023

10/10 Excellent

Anthony V.

Liked: Cleanliness

Happy Days and Nights BnB

Great property with a clean room and delicious breakfast provided.
Stayed 1 night in Aug 2023

10/10 Excellent

Kimberly F.

Liked: Cleanliness

Great Breakfast and Amenities

We stayed 2 nights at the Bear's Den at Happy Days and Nights Bed and Breakfast. The innkeepers, Chris and Jessica do an outstanding job of creating a welcoming environment. We chose this property because they are pet friendly, but it exceeded our expectations. The Bear's Den is very private as the entrance is on the back side of the wine tasting room. Wine tasting closes at 6 p.m. so it is very quiet in the evenings. There is a beautiful hot tub and sauna for guest use. However, what made the stay was the fantastic breakfast that Jessica and Chris prepare and serve. It is cooked to order and served in a beautiful dining area. We highly recommend this property and will stay again when we visit the area.
Stayed 2 nights in Jul 2023

10/10 Excellent

Alicia P.

Liked: Cleanliness

Great Michigan Getaway

We loved our weekend in Northern Michigan. Thank you so much for a warm welcome, wonderful room and delicious breakfast’s.
Stayed 2 nights in Apr 2023

10/10 Excellent

KENNETH D., Lansing, MI

Liked: Cleanliness

Perfect Harbor Springs Stay!

This was my wife and mine first stay at a Bed & Breakfast ever and we loved it. We did skiing lessons at Nub’s Nob and this was the perfect location right down the street. Also a close drive into downtown Harbor Springs. The breakfast every morning was phenomenal and the hosts really went above and beyond with everything. The property is really cool with a lot of amenities, and we really loved the log-cabin style of the Bear’s Den. This was by far our favorite Vrbo stay yet!!
Stayed 3 nights in Jan 2023

10/10 Excellent

Catherine P.

Liked: Cleanliness

Quaint Mountain Cottage

This property was perfect for my partner and I. We were doing a ski vacation for two days for NYE weekend. It’s right between Petosky and Harbor Springs 5 min from Nubs Nob and The Highlands ski resorts. We skied each day and then went to nice dinners in downtown Petosky and Harbor Springs. Highly recommend the moonlight dinner at the top of the highlands mountain for a romantic evening. The breakfast worked out perfect because we were able to eat in the property and head straight to the slopes. After a long day of skiing it was great to relax in the hot tub and sauna. Everything was clean and the staff was so friendly and welcoming. Highly recommend this for couples looking for a romantic getaway.
Stayed 3 nights in Dec 2022

10/10 Excellent

Jennifer V.

Liked: Cleanliness

Quant get away spot

Chris and Jessica were more like family than hosts. Our breakfast was delicious especially the potatoes. We stayed in the Bear’s Den, which was perfect for us as we brought our 11 year dog. We didn’t take advantage of the wine tasting, but I am sure we will be coming back so we can stay longer.
Stayed 1 night in Oct 2022

10/10 Excellent

Joleana S.

Liked: Cleanliness

Loved it ❤️

The place is beautiful. The pictures don't do it justice. We stayed in the Bears den and it was absolutely gorgeous.
Stayed 1 night in Sep 2022

10/10 Excellent

Margaret A., Rockford, Michigan

Liked: Cleanliness

Excellent location, beautiful property and great wine tasting!

We loved our stay. The room was even nicer than the pictures. The hosts were outstanding! We had a wonderful breakfast and enjoyed wine tasting. I highly recommend Happy Days and Nights.
Stayed 1 night in Sep 2022

10/10 Excellent

Candace T.

Liked: Cleanliness

Short stay

We had a short one night stay and absolutely loved our experience. The room was cleanly and spacious. Breakfast the next morning was also delicious. The innkeepers were extremely friendly and did a great job. We would definitely stay here again.
Stayed 1 night in Aug 2022

10/10 Excellent

Julie B.

Liked: Cleanliness

Great location

great location and super nice hosts … thanks for packing my breakfast … so appreciated it
Stayed 2 nights in Aug 2022

10/10 Excellent

Cathy J.

Liked: Cleanliness

Perfect!

The setting of the property is beautiful and it’s close to Petoskey. Our room (bear / cabin themed) was really nice. And the breakfast was delicious ! Everything about our stay was great ! We will be back 😊
Stayed 1 night in Jul 2022

10/10 Excellent

Polina Z.

Liked: Cleanliness

Lovely stay!

Had a great time in the Bears Den. Breakfast was fantastic!
Stayed 2 nights in Jul 2022

10/10 Excellent

Dave H.

Liked: Cleanliness

Bear Den

Our stay was everything we could hope for. The Bear Den has a warm cabin feel, Chris and Jessica were terrific hosts and the property is close to Harbor Springs, Petoskey & Nubs Nob/Boone Highlands. Great breakfast!
Stayed 2 nights in Jul 2022

10/10 Excellent

Luann L.

Liked: Cleanliness

Great place to stay!

Our room was super cute and very quiet. We enjoyed both the outdoor sauna and the hot tub. Breakfast was delicious and made to order. We would definitely stay here again!!
Stayed 1 night in Jul 2022

10/10 Excellent

Wendy P.

Liked: Cleanliness

Great stay!

Property just as described - loved the hot tub, sauna & amazing breakfast! Thank you!
Stayed 1 night in Jul 2022