Discover a selection of 69 vacation rentals in Deerfield that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $85 per night, and houses and condos are popular options for a stay in Deerfield. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Deerfield
Destination guide

Discover New England history in Deerfield

With its 18th-century buildings, oak-lined streets, and myriad museums, Deerfield offers a unique glimpse at life in New England. The Historic Deerfield district is the heart and soul of the Pioneer Valley heritage region, showcasing American antiques, English ceramics, and a host of other period treasures. Deerfield is also a favorite with local students and their families, surrounded by several prestigious colleges. Making great bases for graduation ceremonies and mid-semester breaks, Deerfield vacation rentals include cozy cottages, luxury ranches, and elegant townhouses. If you want to be close to the action, why not stay in Northampton's historic Five College neighborhood?

Things to do

Stroll along the Deerfield River

Running to the Deerfield River, the Channing Blake Footpath provides the ideal opportunity to stretch your legs, taking you past working farms, rolling meadows, and oak tree groves. Along the way you can learn about local history via a series of interpretive panels. If you're a self-confessed foodie, don't miss the Cooks' Garden, a quirky museum offering open hearth cooking demonstrations and classes. Of course, all recipes include ingredients sourced from the museum's kitchen garden. Just down the road is the Old Burying Ground, where elaborate gravestones offer a wealth of information about the early settlers of the area. 


Take a bite out of historic Deerfield

Ever wondered what life was once like in New England? In the Historic Deerfield district you can tour impeccably restored homes, admire period decor, and learn about colonial-era trades. It wholeheartedly celebrates New England heritage, with a dual mission of educating visitors and conserving the town's rich history. Deerfield vacation rentals give you a chance to live and breathe the past, with a beautiful collection of period properties dotted throughout the region.


Fun for all seasons

Thanks to the abundance of heritage tourism on offer, the Pioneer Valley is a true "all season" destination. Visitor numbers peak in summer, when legions of history buffs descend on Historic Deerfield. Spring is a beautiful time to view wildflowers, while fall sees the countryside explode in a sea of reds, yellows, and golds. While the Pioneer Valley can get chilly in the winter, there's something atmospheric and enchanting about Deerfield under a dusting of snow. Bear in mind that, given its proximity to local colleges, Deerfield fills up fast during the May graduation season.

Natural features

Discover the Pioneer Valley

Deerfield sits in the heart of the Pioneer Valley. The Connecticut River cuts through the valley, surrounded by a patchwork of century-old oak trees, lush farmlands, and rolling countryside. Deerfield vacation rentals give you a chance to experience the beauty of rural Massachusetts, with characterful New England properties set in acres of scenic woodland. This means you can explore forested trails, go cross-country skiing, or simply watch grazing horses as you sip on your morning coffee.

How to get there

Transportation to and around Deerfield

Fly into Westfield, MA (BAF-Barnes Municipal), the closest airport, located 26.7 mi (43 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Hartford, CT (BDL-Bradley Intl.), which is 42.7 mi (68.7 km) away.

How many vacation rentals are available around Deerfield?

Our 2021 property listings offer a large selection of 69 vacation rentals around Deerfield. From 38 house rentals to 25 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.