Winchester Cottages
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cottages in Winchester
Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC
Marblehead MA
Located in Marblehead, this cottage is within a 5-minute drive of Marblehead Museum & Historical Society and Massachusetts Bay.
Washer
Dryer
Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Marblehead MA
A stay at this cottage places you in the heart of Marblehead, within a 5-minute drive of Marblehead Museum & Historical Society and Massachusetts Bay.
Kitchen
Washer
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown
Beverly MA
$278 nightly
The price is $310 total per night
$310 total
Dec 22 - Dec 23
Total with taxes and fees
With a stay at this cottage in Beverly, you'll be within a 5-minute drive of Cabot Theater and John Cabot House.
Kitchen
Washer
5 Mi to TD Garden: Quiet Medford Getaway!
Medford MA
With a stay at this cottage in Medford, you'll be within a 10-minute drive of TD Garden and New England Aquarium.
Kitchen
Parking included
WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Essex MA
This family-friendly cottage is 2.1 mi (3.4 km) from Essex River and 5.2 mi (8.4 km) from Agassiz Rock.
Kitchen
Washer
Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
North Weymouth MA
With a stay at this cottage in North Weymouth, you'll be within a 15-minute drive of South Shore Plaza and South Shore Hospital.
Pool
Kitchen
Trail Access On-site: Gorgeous MCM Deck House!
Dover MA
Located in Dover, this cottage is within a 15-minute drive of Charles River Peninsula and Medfield Rhododendrons.
Kitchen
Pet friendly
Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site
Westford MA
With a stay at this cottage in Westford (Summer Village), you'll be a 4-minute drive from Stony Brook Conservation Land and 6 minutes from The Butterfly Place.
Pool
Hot Tub
Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat
Westford MA
With a stay at this cottage in Westford (Summer Village), you'll be a 4-minute drive from Stony Brook Conservation Land and 6 minutes from The Butterfly Place.
Pool
Hot Tub
Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston
Westford MA
Located in Westford (Summer Village), this cottage is within a 5-minute drive of Stony Brook Conservation Land and The Butterfly Place.
Kitchen
Washer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Winchester Cottages essential information
Accommodation | 33 Cottages |
|---|---|
Lowest Price | $310 |
Highest Price | $310 |
Popular accommodation | Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC, Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead, Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown, 5 Mi to TD Garden: Quiet Medford Getaway!, WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room, Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub, Trail Access On-site: Gorgeous MCM Deck House!, Charming 2-bedroom cottage in Westford, sandy beach, 2 pools, restaurant on site, Clean Cottage w/Heated Pools - Hot Tub - Playground - Golf Cart: Family Retreat, Cottage at Summer Village Gated Waterfront Resort Community-20 Miles from Boston, Bright & Pet-friendly Home: 2 Mi to Harvard Square, Waterfront Retreat w/ Deck ~ 7 Mi to Boston! |