Holiday rentals with lake access in Hampshire County

Lake Wyola House Shutesbury Massachusetts

Bright, airy recently remodeled three Bedroom lakefront home on Lake Wyola. Most rooms have a Lake View. Beds and bedding are new, each bedroom has a ceiling fan. A super place to make awesome memories. Perfect for a family vacation or romantic getaway. (6 people, two cars max) Close to local colleges, Amherst, Northampton and many attractions. Comfortable and relaxing. Big Screen TVs in the living room and master bedroom. Cable and Wifi. Full kitchen, washer & dryer. Sorry no pets.

Moonstone Lake House – romantic, serene, fun!

Lake Holland has cleared beautifully after an algae overgrowth. Tho still closed for swimming as of 8/8, the town beach at Lake Arcadia is minutes away with 4 person paddle boats too. We offer: - a fire pit/grill feet from lake - huge deck - fresh herb planter - 3 kayaks - (1 ) 3-person canoe - cozy propane wood stove inside - fully equipped kitchen - hiking - museums Note: our home close-by separated by a tall screening fence. DOG LOVER? Please scroll to "Other Details to Note”

WALK to lake! Dog friendly, Kayaks, A-Frame, Hike

A-Frame Cabin: Dog-Friendly! Peaceful Berkshires location, walk to lake w/ 2 private beaches and trail along lake! -2 kayaks -Mini-Split HVAC -Stone fire pit w/swing -Pvt. picnic area -1/2 acre pine lot -Appalachian Trail near by -Wineries/Breweries -Master w/Queen, slider to deck -Loft w/2 twin beds - Kitchenette w/utensils, pans, appliances, condiments. -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway

Private Lakehouse in the heart of the Berkshires

Welcome to our lakehouse in the Berkshires! Chat GPT wants you to know this tranquil & picturesque getaway offers a perfect blend of relaxation & outdoor adventure, making it an ideal destination for nature lovers, families, & those seeking a peaceful retreat. The house is on the lake with water views from every room. Curl up on our window seats or the back deck to enjoy the sunshine. With direct access to the lake, you can swim, kayak, paddleboard, & lay on the dock (snowshoeing too!).

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit (access via uneven steps) • Canoe & 2 kayaks • Smart TV & 4 Google smart speakers • 1 Gigabit Wi-Fi • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

We call it "Becket"

Great cabin for loners, couples, families, girls/guys weekends alike. We now have FAST internet and a great little office area so remote workers welcome. Kids friendly! Drawbridge between bunk beds and built in slides off porch plus old school Nintendo and lots of puzzles and games Relax, unplug, listen to the crackle of a record and enjoy the clean air and quiet. Nearby lake for swimming. Not far from Lee, Lenox & Great Barrington, Outlets and even skiing. Plenty to do.

Charming Riverfront Cottage

We are a 2 bdrm, 1 bath cottage on a peaceful cove of the Connecticut River. Enjoy bird life, water views and magical sunsets in this nature lovers’ paradise. Bright and airy throughout. Fully equipped kitchen. Two bedrooms on the first floor, with a loft space for reading, enjoying the view or doing work. We've provided 2 touring kayaks (longer/heavier than other kayaks) in the shed. We recommend at least one strong person and bring water shoes (the bottom is yucky)!

Berkshires Lakefront Boho Modern Retreat

Welcome to Watson Pond Lodge in the Berkshires. This beautiful lakefront contemporary home, with architecture that intentionally focuses on the peaceful lake view, has been designed for your comfort and relaxation. Explore the Berkshires year round and see what the area has to offer: from skiing in the winter, to Tanglewood and Jacob’s Pillow in the summer and leaf peeping in the fall. Or just enjoy the tranquility of our lakefront lodge for a rejuvenating weekend away.

Enjoy every season the Berkshires have to offer.

Come enjoy the Berkshires any season you choose. We are close to local ski areas, with have access to snow shoeing, ice fishing and many more winter activities. Also located within minutes of the many cultural attractions the Berkshires have to offer, Jacob's Pillow, Shakespeare & Company, and Tanglewood. Enjoy the beautiful fall foliage on our small private pond. You can bring your kayak or canoe to enjoy the wildlife that abounds or catch & release in our pond.