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Vacations Simplified offers premium vacation rentals at 10-70% lower rates by using timeshare savings. We bridge the gap between timeshare owners and travelers, ensuring luxury stays at top resorts for a fraction of the cost.

Whether you're seeking the ideal vacation or aiming to enhance your staff's accommodations, our team of seasoned professionals is dedicated to making anything possible.

Affordable Luxury  Vacation Rentals

The Natural Beauty of the Berkshires

Vacations in the Berkshires are the stuff of Norman Rockwell paintings. But families don’t need to stay picture-perfect to have a great time hiking, skiing, boating, rafting, or enjoying fall foliage. Messy hair and muddy shoes are the norm in this outdoor haven near the Appalachian Trail. After a day of mountain adventures (or visiting the nearby Norman Rockwell Museum or town of Tanglewood), our Oak n’ Spruce Resort is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar.

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Important Alerts
-No pets allowed

We are now accepting Cryptocurrency (BITCOIN) as a mode of payment.

Please be inform that there is approximately $50 per night fully refundable deposit, provided you don’t charge anything to your room similar to a hotel.

*This location has 25% cancellation fee regardless of when you cancel.

This unit is not necessarily the one in the picture; it will be assigned at the time of check-in.

IMPORTANT NOTICE
May 23 - December 31, 2025

Please be advised that our resort does not have elevator access and not all units have been renovated, including the 300 square feet Suites located at this resort. Cafe on property has a limited breakfast menu.  Also, effective March 1, 2022, Oak n' Spruce Resort will be a cashless resort. In addition, the small indoor pool will be closed for repairs from 2/26/24 through 3/7/24. We ask that you visit the adjacent indoor pool during this time.

Notice: Seasonal Pool Closures The Large Outdoor Pool and Building 36 Pool are now closed for the season. Both pools are expected to reopen before Memorial Day 2026.

Large Outdoor Pool - Opened Seasonally
Small Outdoor Pool - Opened Seasonally
Sports Courts - Opened Seasonally 
Mini Golf - Opened Seasonally

Sleeps up to 4

The Natural Beauty of the Berkshires

Vacations in the Berkshires are the stuff of Norman Rockwell paintings. But families don’t need to stay picture-perfect to have a great time hiking, skiing, boating, rafting, or enjoying fall foliage. Messy hair and muddy shoes are the norm in this outdoor haven near the Appalachian Trail. After a day of mountain adventures (or visiting the nearby Norman Rockwell Museum or town of Tanglewood), our Oak n’ Spruce Resort is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Bear tree Bar.

Family Favorites
18-hole mini golf course
Skiing down Jiminy Peak
Hiking the famous Appalachian Trail
Nostalgic art of Norman Rockwell
Things to Do at the Resort:

Game Room
Head to our game room for pool, air hockey, arcade games and ping pong.

Special Activities
When you want to take a break from the outdoors, enjoy on-site bingo, arts and crafts, and more!

Barbecue Grills
Grill up your favorite meal on one of our charcoal grills throughout property.

Movie Theater
Why leave the resort when you can catch a family-friendly movie for free right on site?

Mini Golf
(Opened Seasonally)
Have fun with the kids and play a round on our 18-hole course near the activity building.

Health & Fitness :

Fitness Center
Work in a workout at our on-site fitness center.

Sports Courts
(Opened Seasonally)
Play a game of tennis, basketball, shuffleboard, volleyball and more without leaving our resort.

Hiking Trail
Enjoy some fresh air and explore our resort’s beautiful mountain forest on a leisurely hike.

Pools & More :
Large Outdoor Pool
Splash around our seasonal outdoor pool with beautiful Berkshire Mountain view

Small Outdoor Pool
Cool off from your day of hiking in our seasonal outdoor pool by the Presidential buildings.

Two Indoor Pools
Take a dip in one of our two year-round indoor pools on those chilly days.

Hot Tub (Temporarily Closed)
Warm up and unwind in our wonderfully relaxing hot tub in the activity building.

Resort Dining :

The Café and Marketplace Grab & Go
Enjoy a quick, yummy meal, a light snack, or cup of coffee in our cozy café and dining area.

Bear tree Bar (Temporarily Closed)
Enjoy a summertime or après-ski cocktail while watching the game in our conveniently located bar.

Tiki Bar (Temporarily Closed)
Who says Massachusetts can’t have some tiki time? Take a break from the pool at our poolside bar.

Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 21

Holiday Inn Oak n' Spruce Resort  -1BD Sleeps up to 4

United States

Massachusetts

Experience a serene getaway in a clean and spacious apartment, ideally located near the best attractions of the Berkshires, perfect for families and couples alike. Guests appreciate the thoughtful amenities, including a peaceful environment and responsive service, making it an inviting home base for a memorable stay.

Bedroom 1

Bedroom 2

THE PARTIES. This Short-Term Rental Agreement (“Agreement”) made on {{reservation_date}} between the following:
&nbsp;
Guest: {{guest_name}} (“Guest”), and
&nbsp;
Host: {{host_name}} (“Host”).
&nbsp;
THE PREMISES. The Host agrees to lease the described property below to the Guest, and the Guest agrees to rent from the Host:
&nbsp;
Mailing Address: {{address}}
&nbsp;
Hereinafter known as the “Premises.”
&nbsp;
LEASE TERM. The Guest shall be allowed to occupy the Premises starting {{checkin_date}} from {{checkin_time}} and ending {{checkout_date}} at {{checkout_time}} (“Lease Term”).
&nbsp;
QUIET HOURS. Quiet hours begin at 10:00 PM each night and continue until sunrise. Quiet hours consist of no music and keeping all audio at a minimum level out of respect for the surrounding residents.
&nbsp;
OCCUPANTS. The total number of individuals staying on the Premises during the Lease Term shall be a total of {{number_of_guests}} guests.
&nbsp;
If more than the authorized number of guests listed above are found on the Premises, this Agreement will be subject to termination by the Host.
&nbsp;
BOOKING FEES. The Guest shall pay the Host the amount as detailed during the booking process.
&nbsp;
UTILITIES. The Host shall be responsible for all utilities and services to the Premises EXCEPT for the following: None.
&nbsp;
SECURITY DEPOSIT. The Guest shall be obligated to pay the following amounts upon the execution of this Agreement:
&nbsp;
Security Deposit amount as detailed in the booking process. The Security Deposit is for the faithful performance of the Guest under the terms and conditions of this Agreement. The Guest must pay the Security Deposit at the execution of this Agreement. The Security Deposit shall be returned to the Guest within the State's requirements after the end of the Lease Term less any itemized deductions. This Security Deposit shall not be credited towards any Rent unless the Host gives their written consent.
&nbsp;
PETS. The Host does not allow pets: There are no pets allowed on the Premises. If the Guest is found to have pets on the Premises, this Agreement and any Security Deposit shall be forfeited.
&nbsp;
SMOKING POLICY. Smoking on the Premises is prohibited.
&nbsp;
PERSON OF CONTACT. The Host can be contacted at:
&nbsp;
Host’s Name: {{host_name}}
Telephone: {{host_phone}}
E-Mail:
&nbsp;
SUBLETTING. The guest does not have the right to sublet the Premises.
&nbsp;
INSPECTION. The Host has the right to inspect the Premises with prior notice as in accordance with State law. Should the Guest violate any of the terms of this Agreement, the rental period shall be terminated immediately in accordance with State law. The Guest waives all rights to process if they fail to vacate the premises upon termination of the rental period. The Guest shall vacate the Premises at the expiration time and date of this agreement.
&nbsp;
MAINTENANCE AND REPAIRS. The Guest shall maintain the Premises in a good, clean, and ready-to-rent condition and use the Premises only in a careful and lawful manner. The Guest shall leave the Premises in a ready to rent condition at the expiration of this Agreement, defined by the Host as being immediately habitable by the next Guest. The Guest shall pay for maintenance and repairs should the Premises be left in a lesser condition. The Guest agrees that the Host shall deduct costs of said services from any Security Deposit prior to a refund if Guest causes damage to the Premises or its furnishings.
&nbsp;
TRASH. The Guests shall dispose of all waste material generated during the Lease Term under the strict instruction and direction of the Host.
&nbsp;
QUIET ENJOYMENT. The Guest, along with neighbors, shall enjoy each other’s company in a quiet and respectful manner to each other’s enjoyment. The Guest is expected to behave in a civilized manner and shall be good neighbors with any residents of the immediate area. Creating a disturbance of the area by large gatherings or parties shall be grounds for immediate termination of this Agreement.
&nbsp;
HOST’S LIABILITY. The Guest and any of their guests hereby indemnify and hold harmless the Host against any and all claims of personal injury or property damage or loss arising from the use of the Premises regardless of the nature of the accident, injury or loss. The Guest expressly recognizes that any insurance for property damage or loss which the Host may maintain on the property does not cover the personal property of Guest and that Guest should purchase their own insurance for their guests if such coverage is desired.
&nbsp;
ATTORNEY’S FEES. The Guest agrees to pay all reasonable costs, attorney's fees, and expenses that shall be made or incurred by the Host enforcing this agreement.
&nbsp;
USE OF PREMISES. The Guest shall use the Premises for residential use only. The Guest is not authorized to sell products or services on the Premises or conduct any commercial activity.
&nbsp;
ILLEGAL ACTIVITY. The Guest shall use the Premises for legal purposes only. Any other such use that includes but is not limited to illicit drug use, verbal or physical abuse of any person or illegal sexual behavior shall cause immediate termination of this Agreement with no refund of pre-paid Rent.
&nbsp;
POSSESSIONS. Any personal items or possessions that are left on the Premises are not the responsibility of the Host. The Host shall make every reasonable effort to return the item to the Guest. If claims are not made within the State’s required time period or two (2) weeks, whichever is shorter, the Host shall be able to keep such items to sell or for personal use.
&nbsp;
GOVERNING LAW. This Agreement shall be governed and subject to the laws located in the jurisdiction of Premise’s location.

Holiday Inn Oak n' Spruce Resort -1BD Sleeps up to 4

About The Property

Sleeping Arrangements

Amenities

Reviews

✨ What guests are saying

✨ What guests are saying

Location

Lee, MA 01238

About The Host

Affordable Luxury  Vacation Rentals

Vacations Simplified

Safety & Inspections

Additional Details

Cancellation Policy

Holiday Inn Oak n' Spruce Resort -1BD Sleeps up to 4

About The Property

Sleeping Arrangements

Amenities

Reviews

✨ What guests are saying

✨ What guests are saying

Location

Lee, MA 01238

About The Host

Affordable Luxury Vacation Rentals

Vacations Simplified

Safety & Inspections

Additional Details

Cancellation Policy

Affordable Luxury  Vacation Rentals