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  1. Lake Front
    Any property that borders the state-owned ‘buffer strip.’ Lake Front means you have access to the water for swimming and a boat dock if applicable to your home. You can go directly to the water from your door with no road between. Lake Front does not necessarily mean you have a view of the water, since much of our shoreline is wooded.

  1. Skipper's Point
Booked 1 Time In The Last Week
Pets Not Permitted
6 Beds
5.5 Baths
House
14 Guests
4.8438
(32 Reviews)

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Description

DESCRIPTION:
The seasons have never been more beautiful than at Always in Season! Sunbathe and water ski in the warm summer months, celebrate fall with a hike through bright leaves, patter gently through pristine snow for a spectacular Deep Creek winter, and watch as Mother Nature wakes from her winter nap to turn the lakefront into lush springtime oasis. Located along a quiet corner of the lake, this home affords all who stay a tranquil perch to enjoy the mountain majesty of western Maryland. Stepping through the front door, you will be enchanted by the beauty of the great room and how the home’s inherent charm is enhanced by the dramatic wood ceilings, natural stone fireplace, and warm and embracing décor found throughout. Come explore all the ways in which a romantic fire or relaxing hot tub session can provide the perfect close to another day in paradise. There is no place better to celebrate the turning of the leaves and sparkling summer sun than at Always in Season! 


ACCESS DETAILS:
This property comes with private lake access and a private dock slip located at the property. Follow the gravel path down through the wooded area to the lake. Please note that docks are only guaranteed from Memorial Day through Labor Day.


COMMUNITY/AREA DETAILS:
Located in the Skipper's Point Community at Deep Creek Lake.

This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.


LAYOUT DETAILS:
Main Level:
- Kitchen
- Great Room
- Dining Area
- Powder Room
- Laundry
- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Tub
- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Tub


Upper Level:
- Loft/Game Area
- Bedroom (Suite): Queen Bed, Attached Full Bath with Shower
- Bedroom (Suite): King Bed, Attached Full Bath with Shower
- Bedroom: Queen Bed, Full Size Futon
- Full Bath with Shower
- Bedroom: Queen Bed


DISCLAIMERS:
4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking.

Amenities

Additional Details

  1. Area of Lake: Central
  2. Boat Trailer Parking: Permitted, 1 Trailer = 1 Parking Space
  3. Check-In Time: 4:00pm
  4. Check-Out Time: 10:00am
  5. Family Groups Only
    No sororities, fraternities, or non-chaperoned groups allowed.
  6. Firewood: Provided for Wood Fireplaces (Valid: 9/15 - 4/15)
    Two bundles of firewood, for every night of your stay, will be provided as a complimentary starter package during the dates of September 15th – April 15th (home may offer loose bulk firewood in place of bundles).
  7. Lake Views (Filtered)
  8. Minimum Rental Age: 24
  9. No ATVs or Snowmobiles Allowed
  10. No Smoking or Vaping Allowed
  11. Pets: Not Permitted
    No pets are permitted at this property; however because all of our homes are owned by individual homeowners, we cannot guarantee any home is free of allergens.
  12. Water Equipment Not Provided (i.e. Kayaks)
  13. Wooded Setting
  14. Contactless Check-In & Check-Out

Bed Sizes & Suites

  1. Bedroom Suites: 4
  2. Kings: 3
  3. Queens: 3
  4. Standard/Full Futons: 1

Booking & Renting Details

  1. Winter: 2+ Nights
    All Rentals Must Include Friday & Saturday Nights
  2. Spring: 2+ Nights
    All Rentals Must Include Friday & Saturday Nights
  3. Summer: Saturday - Saturday
  4. Fall/Autumn: 2+ Nights
  5. Holidays: 3+ Nights
    4+ Nights over Christmas

Community Perks

  1. CARC Indoor Pool & Fitness Membership (Book Conf. = Entry Pass)
    This home offers access to the Community Aquatic and Recreation Center (CARC) for indoor pool and fitness use, at no extra cost! This membership allows access of up to the maximum number of occupants the house sleeps (ex. if the home sleeps 12, then 12 people are allowed). There are no physical passes for this amenity, please bring a copy of your booking confirmation (emailed upon booking and completion of your contract) as your access.

Inside

  1. A/C: Central Air
  2. Bath Towels Provided
  3. Bed Linens Provided
  4. Chess/Checkers Table
  5. Fire Extinguishers: 1
  6. Fireplaces (Wood): 1
  7. Internet: Wifi
  8. Landline Phone: None
  9. Pool Table
  10. Single Jetted Tub: 2
  11. Carbon Monoxide Detector(s)
  12. Smoke Detector(s)

Inside | Appliances

  1. Coffee Makers (Drip): 1
  2. Coffee Makers (Single Cup: K-Cups Not Included): 1
  3. Dishwashers: 1
  4. Full-Size Fridges: 1
  5. Microwaves: 1
  6. Ovens: 1
  7. Stoves: 1
  8. Washers: 1
  9. Dryers: 1

Inside | Electronics

  1. Blu-Ray Players: 1
  2. DVD Players: 1
  3. TVs (Smart): 7

Outside

  1. Grills (Charcoal): 1
  2. Max. Parking: 6 Vehicles
  3. Outdoor Fire Pit (Wood): 1
  4. Outdoor Hot Tubs: 1

Outside | Dock

  1. Private Dock: 1 Motorized Vessel Allowed

Availability

Rates subject to change. Rental homes are only available to be booked one year in advance.

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Location

203 Skippers Point Road, Oakland, 21550 US
Attraction Approximate Distance
Axe Throwing 2.80 mi
Escape Rooms 3.30 mi
Skiing & Snowboarding 3.34 mi
Deep Creek Lake Discovery Center 4.34 mi
Deep Creek Lavender Farms 6.18 mi
Museums 7.20 mi
Bowling 7.49 mi
Corn Maze 13.00 mi
Get Directions

Memories

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Reviews

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Vacationed November 2023

Reviewed on 2023-11-27 by Anthony
5

Beautiful home and view of the lake. The amenities and other features all worked as described.

Happy to hear that the home and amenities were well equipped Anthony and that you enjoyed the beautiful views here at Deep Creek! Thanks for the review and we hope to see you again soon! Madison, Railey Vacations

Vacationed September 2023

Reviewed on 2023-10-02 by Mark
4

For the most part everything was very nice. The house is a little outdated in some rooms, but it was still very nice. Everyone complained about how bad the pillows are and the internet service was horrible. They gave us their Wi-Fi but no one was able to connect to it for some reason. Also, it’s a very long steep driveway to the lake. We still would use this property but we would bring our own pillows. :)

Thanks for taking the time out to leave us a review Mark. We will be sure to pass along your suggestions to the homeowners for future improvements to the home. Otherwise it's great to hear that you and your group had a lovely time and we hope to see you again soon! Madison, Railey Vacations

Vacationed in September 2023

Reviewed on 2023-09-30 by James
5

House was beautiful and well appointed. Very nice outdoor space as well. Easy access to dock. Would certainly stay here again.

Thanks for the review James! It's great to hear that you and your family had a lovely vacation with us here at Always In Season! Please come see us again soon! Madison, Railey Vacations

Vacationed in September 2023

Reviewed on 2023-09-26 by Laticia
5

Property was exactly as descrobed and pictured. We loved having an ice machine. Management company was very responsive. Great stay!

Hi Laticia! Thanks for the review! Great hearing that we were able to be there for you for anything you may have needed and that you and your family had an enjoyable stay! Please come see us again soon! Madison, Railey Vacations

Vacationed in September 2023

Reviewed on 2023-09-05 by John
5

Vacationed in August 2023

Reviewed on 2023-08-27 by Don
5

June Stay at Always in Season

Reviewed on 2023-07-22 by Shannon , York, PA USA
5

We loved this property! Almost every room had an attached bath, which was great for our family. Note to families with younger children - our girls are learning to become independent hair-washers, and all upstairs showers had rainfall shower heads. The downstairs showers had normal angled shower heads, so we wound up sharing our master bathroom for showers. Aside from that, the space was great for our multi-generational family. The game space is open on the loft, so instead of having people sequestered in a basement, we were always able to be within earshot of one another. The path down to the lake was an easy walk and we enjoyed being in a quieter area of the lake. This is the first vacation rental where we've immediately rebooked again for the following year!

Hi Shannon! Thanks for taking the time out to leave us a review! We love to hear that the home, layout, and location were a perfect fit for you and your family! We look forward to seeing you again soon! Madison, Railey Vacations

Great time

Reviewed on 2023-03-17 by Lori
5

Need to come back when we can enjoy the lake!

Thanks for the review Lori! It's awesome to hear that you had a fantastic time together here at DCL! We hope to see you again soon! Madison, Railey Vacations

Highly recommend

Reviewed on 2022-06-10 by William And Kerry Grossmiller
5

Great location and without stairs to the lake

William and Kerry, thank you for taking the time to share a little about your stay at Always in Season. It's wonderful to hear that the home exceeded your expectations, in particular, the location and easy access to the lake. We would love to host you again. When you're ready for another stay at Deep Creek lake, please give us a call. -Susan, Railey Vacations

Relaxing, Beautiful, Tranquil Spring Visit

Reviewed on 2022-06-08 by Beverly Evans-Dodson
5

Relaxing, Beautiful, Tranquil Spring Visit

We are so happy to hear what a relaxing stay you had at Always in Season. There really is nothing better than a home that exceeds your expectations in every way. When you are ready for another relaxing getaway at Deep Creek lake, please give us a call. We would love to host you again. -Susan, Railey Vacations

Great time in a very comfortable spacious house.

Reviewed on 2022-05-25 by Teresa Coleman
5

We had a great family gathering and the house had everything we needed for a fun time.

HI, Teresa. Thank you so much for your five star review of Always in Season. We are so happy to hear that the home and surrounding area provide the space and amenities necessary to make your family gathering such a success. We really look forward to hosting you again for another fabulous DCL vacation. -Susan, Railey Vacations

Great Stay

Reviewed on 2022-02-08 by Dawson
4

Really pleased with our stay at Always in Season. Comfortable beds and couches, great views, enough privacy, generally well stocked kitchen. Glad it was a short drive to Swallow Falls State Park

We’re glad you enjoyed your stay, Dawson! Thanks for your review. We hope you’ll visit us in DCL again soon! - Lainey, Railey Vacations

Vacationed In November 2021

Reviewed on 2021-11-15 by Lauren
5

No Additional Comment

Always in Season

Reviewed on 2021-10-05 by Joel
5

We had a family reunion at the house and enjoyed the really liked the size of the house and the fact that most bedrooms had their own full bathroom. We had fires every night in the pit on the great patio and set up outdoor movies. The dock worked out well since we rented kayaks for the week and a pontoon boat for the day. The kitchen was well stocked and we enjoyed eating in. We did take advantage of the hot tub after some hikes during the day. Overall a great place to stay and had a nice week

Thanks for allowing us to host your family reunion, Joel! It sounds like you had a wonderful time. Please don't hesitate to visit again soon! - Lainey, Railey Vacations

Great!

Reviewed on 2021-08-10 by Kristin
5

Beautiful vacation home, with great amenities. Views are amazing. The house on a quiet section of the lake. Only bad thing I would have to say is the walk to and from the lake, definitely get a work out.

I'm so happy to hear that you had a great time, Kristin! If you are interested in a home closer to the lake for your next visit, our wonder reservationists can assist you in finding a place that meets this need and any others you may have. Feel free to give us a call anytime - we're always happy to lend a hand. - Lainey, Railey Vacations 

Vacationed In July 2021

Reviewed on 2021-07-20 by Robyn
5

No Additional Comment

We're so glad that you enjoyed a 5-star stay, Robyn! Come back and visit again soon. - Lainey, Railey Vacations

Vacationed In June 2021

Reviewed on 2021-06-09 by Barbara
5

No Additional Comment

Thanks so much for 5 stars, Barbara! We're glad you enjoyed yourself and hope to have you back again soon. - Lainey, Railey Vacations

Amazing stay!

Reviewed on 2021-04-15 by Tyrone
5

It was fun overall up until my last day there power went out the whole day couldn’t finish cooking my food I had on cus of this in couldn’t use the bathroom no heat no water no lights!

So sorry for your troubles the last day, Tyrone! We sincerely apologize that this happened during your trip; sometimes those unforeseeable circumstances do occur but we're happy to hear that you had a great time despite this inconvenience. We hope you'll be back to visit us again soon and appreciate you taking the time to leave a review! - Jenn, Railey Vacations 

Vacationed In December 2020

Reviewed on 2020-12-15 by Sarah
5

Great stay in Deep Creek!

So glad to hear it, Sarah! Please come back and visit us again soon. - Jenn, Railey Vacations

Awesome!

Reviewed on 2020-11-17 by Anjassi
5

The house was amazing, amenities were even better. Overall, a great home and neighborhood for a family getaway.

Anjassi, thank you for letting us host you! We look forward to having you back here soon! - Seneca, Railey Vacations

Vacationed In August 2020

Reviewed on 2020-09-30 by David
5

Dog friendly was changed after I paid my first payment, and I was never contacted back by guest relations for any type of compensation, even after numerous phone calls/messages. Very disappointed with Railey, but the house was very nice.

David, we sincerely apologize if there was any miscommunication about the dog friendly changes to this home. We have since significantly improved our procedures on communication with our guests regarding updates and changes, and hope that you'll give us a chance to prove that to you during a future visit. We're so happy to hear that you otherwise enjoyed Always in Season. - Jenn, Railey Vacations

Vacationed In August 2020

Reviewed on 2020-09-24 by Meryl
5

Perfect Home for our large family.

Happy to hear it, Meryl! Please come back and see us again soon. - Jenn, Railey Vacations

Vacationed In September 2020

Reviewed on 2020-09-24 by Debra
5

Always in Season is a beautiful home, we especially enjoyed the outside fire pit which we enjoyed every day. The dock and its surroundings was perfect as we rented a boat for a couple of days. The walkway down to to the lake was very nice and You could sit on the dock or by the dock, either way it was great to be outdoors. Neighbors were really nice and we had a couple of dogs visit us during our stay which made us miss ours at home, but they were enjoyable. All in all the place was beautiful the living area was perfect for all of us and the dining area was also very nice. The bedrooms were spacious and all the bathrooms was a bonus. We have already looked into booking this place for next year, just need to decide when. Thanks for a wonderful vacation Railey and see you next year.

And thank you for the great review, Debra! We're so happy you enjoyed your stay and look forward to your next visit! - Jenn, Railey Vacations

Vacationed In July 2020

Reviewed on 2020-08-26 by Anita
5

Great house, in quiet area of the lake. We were 9 adults and had plenty of room. Fabulous kitchen, more kitchen equipment than we expected! Loved having an ice machine. The gravel path to the lake next to the house was not a problem as It was rarely used. We’re looking forward to visiting again.

And we look forward to hosting you again, Anita! So glad you enjoyed your stay, thank you for taking the time to leave us a review.  - Jenn, Railey Vacations

Vacationed In July 2020

Reviewed on 2020-08-25 by Robyn
5

No Additional Comment

Vacationed In June 2020

Reviewed on 2020-07-01 by Karla
5

Very nice patio and fire ring area to relax and enjoy the lake view through the trees

Thanks for the review, Karla! Happy to hear you had a great time, please come back and see us again soon! - Jenn, Railey Vacations

a great view

Reviewed on 2020-01-03 by Allison
3

The house is generally nicely setup and has a great view. Living room COULD be comfortable with new couches and bedrooms could be comfortable with new mattresses. This house desperately needs a makeover and it could be one of the nicest houses that we have rented. In addition, there isn't enough living room seating for the number of people that the house is advertised for. We rent every winter here and summer in the Outer Banks. We are coming back to DCL for this next summer.

Thank you for the feedback, Allison! We'll be sure to review this with the homeowner for improvements to the seating situation and general updating. We hope that you still enjoyed yourselves and look forward to having you back again in the future! - Jenn, Railey Vacations

very expensive

Reviewed on 2019-10-23 by Benjamin
4

No Additional Comment

Thanks for your review, Benjamin - we're glad you enjoyed your stay at Always in Season overall. If you're interested in a different price point for your next visit, don't hesitate to reach out to our vacation specialists who can help you find a home that meets all of your needs. We hope you'll visit again soon! - Lainey, Railey Vacations

house was perfect

Reviewed on 2019-10-15 by Neil
5

We had a wonderful stay. The house was perfect for a our group, spacious and clean. We especially enjoyed the hot tub and fire pit each night.

Happy to hear it, Neil! Thank you for the review and we hope to host you again in the future! - Jenn, Railey Vacations

House was clean

Reviewed on 2019-05-29 by Yekaterina
5

The house was clean, beds comfortable, hot tub very clean. Adequate backyard and interior furnishings. Couple notes - outdoor furniture is very used up/broken/old. Picture of the dock is somewhat deceiving - picture leads to believe there are no more docks nearby. In reality the dock area is very busy with several other docks literally few feet away with many people, boats, i.e. busy lake front (we were looking for quite dock time, fishing, water gazing). Also, there is a public gravel road literally at the side of the house and along backyard with pretty intensive traffic of people going up and down the lake front. Would have been nice to know about it from the property description.

Thank you for the feedback, Yekaterina, we'll be sure to take a look at the outdoor furnishings for any needed improvements as well as if the dock photos should be adjusted for a more accurate depiction of the area. We're glad to hear you enjoyed your stay and hope to host you again in the future! - Jenn, Railey Vacations

Lovely home

Reviewed on 2019-01-09 by Tina
5

Great home, spacious and accommodating, close to WISP, excellent customer service.

Glad you enjoyed it, Tina! Please come back and see us again soon. - Jenn, Railey Vacations

Winter wonderland

Reviewed on 2018-11-19 by Cynthia
5

A wonderful getaway for the family. A pre birthday celebration for our father and this home did not disappoint. The home accommodated 14 family members comfortably. We are planning to come back in June to experience the friendly neighborhood in the spring.

Thanks for the review Cynthia! Glad you had a great time, we look forward to seeing you in June! - Jenn, Railey Vacations