Sterling Cottage Rentals & Holiday Homes
Find the best cottages in Sterling - We found 10 exact matches
About Sterling Cottage Rentals on PickleTrip
Searching for cottages to rent near Sterling? PickleTrip™ features more than 10 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Sterling have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Sterling.
Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
PickleTrip™ boasts of 10 holiday cottages and places to stay in Sterling. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.
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Frequently Asked Questions About Sterling Rental Cottages
There are a lot of options in Sterling. If you plan on staying in the Sterling area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Sterling:
- Howarth House B&B
- The Inn Crowd Bed and Breakfast
- Upscale 4 Bedroom Condo w King Bed Suite
- ❤️Upscale, Zen Retreat for Non-Smokers ❤️
- Bright and Spacious 2BR/2BATH Condo with Parking- Highly recommended by guests
- Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
- Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
- Spacious 4-bedroom house in charming Worcester with AC, WiFi
- CHARMING LARGE 3 Bedroom Entire Home
- Beautiful Private Lakehouse & Infinity Pool 1 Hour to World Cup Boston Stadium!
- Shared Hot Tub: Historic Cottage, Walk to Elm Park
- Lakefront Cottage 2 Mi to Palladium in Worcester!
- Peaceful Getaway Cottage on grounds of historic mid-century gem
- Peaceful Getaway Cottage on grounds of historic mid-century gem
- Bright and Spacious 2BR/2BATH Condo with Parking- Highly recommended by guests
- Vibrant Sterling Lakefront Lodge with Kayaks
- Howarth House B&B
- Close to Colleges: Worcester Apt w/Lake Access!
See all pet-friendly vacation rentals in Sterling on PickleTrip

































