Milford Cottage Rentals

Compare Cottages, Resorts, & Rentals in Milford, Massachusetts, USA

Unique Scituate Vacation Rental on Herring River!
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
The Inn Crowd Bed and Breakfast
FromUS $210 per night
10.0 (73 Reviews)
1 Bedroom 2 Guests
Beautiful House in the Woods, Huge Yard, Hot Tub
10.0 (1 Review)
4 Bedrooms 8 Guests
Scituate Vacation Rental - Walk to the Beach!
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9.7 (4 Reviews)
2 Bedrooms 6 Guests
Berkshire Lake Lodge
FromUS $185 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
The Blue Elm - A Historic Berkshire Cottage
10.0 (16 Reviews)
1 Bedroom 4 Guests
Tranquil 3 BR Stockbridge House w/Private Deck!
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9.5 (2 Reviews)
3 Bedrooms 6 Guests
Plymouth Getaway w/Private Lake Beach + Kayaks!
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9.5 (2 Reviews)
4 Bedrooms 11 Guests
Deluxe cottage retreat!
FromUS $462 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
Great Barrington Lakeside Getaway w/Kayak & Grill
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9.3 (3 Reviews)
4 Bedrooms 10 Guests
Cozy Stockbridge Cabin - Walk to Beach & Lake!
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9.0 (2 Reviews)
2 Bedrooms 4 Guests
Clean Cozy 1-BR 1BA Guest Room in Worcester
10.0 (1 Review)
1 Bedroom 2 Guests
Ashley Falls Home w/Fire Pit: Hike & Ski!
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9.0 (1 Review)
5 Bedrooms 10 Guests
Beachwood Cottage
FromUS $304 per night
9.8 (6 Reviews)
2 Bedrooms 6 Guests
Pet-Friendly Garden Studio ~ 25 Mi to Boston!
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9.0 (1 Review)
1 Bedroom 2 Guests
Stockbridge Home: Walk to Town Beach!
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8.5 (4 Reviews)
3 Bedrooms 6 Guests
Cozy Cabin on Lake Mahkeenac
9.0 (12 Reviews)
2 Bedrooms 4 Guests
The Ponds at Foxhollow
FromUS $184 per night
8.3 (172 Reviews)
48 Bedrooms 10 Guests
Lakefront Berkshires Retreat w/Deck, Dock & Boat!
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7.5 (4 Reviews)
4 Bedrooms 10 Guests
Ping-Pong Table, Beach Access: North Falmouth Home
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6.0 (1 Review)
4 Bedrooms 10 Guests
La Casa De La Playa
FromUS $1,512 per night
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New
5 Bedrooms 10 Guests
Suite 4 - Quiet and private accommodations in a country setting.
10.0 (3 Reviews)
2 Bedrooms 2 Guests
The Gatehouse on Golden Hill
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New
10 Bedrooms 10 Guests
Private Home Overlooking Stevens Lake
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New
6 Bedrooms 6 Guests
Classic Stockbridge Cottage
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New
4 Bedrooms 8 Guests
Hilton Garden Inn Boston Canton
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9.4 (883 Reviews)
1 Bedroom 2 Guests
In the heart of the Berkshires
10.0 (2 Reviews)
4 Bedrooms 10 Guests
Pond & Hot Tub! Airy Hudson Valley Escape
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New
3 Bedrooms 12 Guests
The Cape Club Resort
FromUS $261 per night
9.4 (3 Reviews)
1 Bedroom 2 Guests
Stockbridge Landings | 3 Mins To Tanglewood
10.0 (1 Review)
3 Bedrooms 6 Guests
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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9.2 (1007 Reviews)
1 Bedroom 2 Guests
Mac Shores | 5 min to Tanglewood ! Shared Beach
10.0 (1 Review)
3 Bedrooms 6 Guests
Copper Kettle Farm by AvantStay
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New
4 Bedrooms 14 Guests
Waterfront Cottage Retreat By Evergreen Home
10.0 (1 Review)
3 Bedrooms 6 Guests
Berkshires Summer Rental - Lee/Lenox
10.0 (1 Review)
3 Bedrooms 4 Guests
Peaceful Woodland Home in the Heart of the Berkshires
9.8 (52 Reviews)
3 Bedrooms 8 Guests
Hike & Explore Western Mass: Peaceful Studio
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New
1 Bedroom 2 Guests
Ashley Falls Home w/Fire Pit: Hike & Ski!
9.8 (27 Reviews)
5 Bedrooms 10 Guests
Sunset Sanctuary: Minot Beach Scituate
New
1 Bedroom 7 Guests
Glades Manor: Minot Beach Scituate
New
1 Bedroom 6 Guests
Imagine Being Lakeside, Kayaks/Fishing/EV Charger
9.6 (20 Reviews)
4 Bedrooms 10 Guests

About Milford Vacation Rentals

There are over 456 amazing vacation rentals available in Milford. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Milford.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Milford, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Milford. The average size of places to stay near Milford is approximately 921.7 ft², with prices averaging US $587 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Milford. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Milford?

What are the top cottages, summer homes, and lake houses in Milford?

How many rentals, hotels, or resorts are available in Milford?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 456 properties listed by Vacation Cottage in the Milford area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Milford.