Holiday houses in New Milford

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Top-rated holiday rentals in New Milford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living room features a light grey sofa and a wooden table. A television is positioned on a stand, and a patterned area rug complements the space. The open layout allows for a view into the adjacent kitchen area, with natural light illuminating the room.
Home in Rockford
4.92 out of 5 average rating, 107 reviews

Charming 1930s "Kinsey Farms" Cottage

Your family will be close to everything when you stay at this centrally-located place. Easy highway access and less than 10 minutes from downtown - all the fun Rockford has to offer! Located on a quiet, dead end street. Walk to the playground at Ken-Rock park! Several stores/restaurants nearby. One hour drive to Chicago O'Hare airport, and only 3 miles from Rockford Intl Airport. Lots of recreation in the area including Rock Cut State Park, Anderson Japanese Gardens, and Klehm Arboretum. LGBTQ+!

Top Guest favourite
A hot tub is positioned on a deck overlooking a scenic river view. The water's surface reflects soft light, creating a serene ambiance. A lattice privacy screen is visible in the background, framing the peaceful outdoor setting.
Home in Rockford
5 out of 5 average rating, 147 reviews

Adults-only Red Room retreat with HotTub

Adults-only private getaway on the Rock River with a hot tub, patio, and one-of-a-kind Red Room experience. Perfect for couples wanting privacy, comfort, and something more adventurous than a typical stay. Relax with a scenic river view, enjoy the hot tub, then explore a playful adult-themed space with a St. Andrews Cross, swing, Sybian, and more. Designed for birthdays, anniversaries, date nights, or a private weekend that feels secluded, romantic, unforgettable, and anything but ordinary.

Top Guest favourite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Apartment in Cherry Valley
4.97 out of 5 average rating, 466 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Guest favourite
A single-family home features a covered entrance with a red door, framed by several windows. The façade is clad in neutral siding, while a grassy area surrounds the house, partially covered in snow. Leafless trees are visible in the foreground.
Home in Rockford
4.82 out of 5 average rating, 92 reviews

Entire House-Cozy 1-bedroom w/parking (driveway)

This 1-bedroom single family home is in a quiet and safe neighborhood. The home is very cozy and located off of E State Street, the main street in Rockford. Guests can expect a clean house with just about all the amenities that you will need. The living room has two oversized twin pullout beds. This option makes the space ideal for a family vacation. The kitchen is equipped with the essential items needed to prepare meals. The bedroom is equipped with a TV and an ultra comfortable bed.

Top Guest favourite
A hot tub is seen filled with bubbling water, situated on a wooden deck. A gas grill is positioned nearby, with a spacious yard enclosed by a white fence. Trees and a clear sky are visible in the background, adding to the outdoor ambiance.
Home in Rockford
5 out of 5 average rating, 61 reviews

Charming Pet-Friendly Rockford Escape

Spacious family-friendly home with a fenced yard—perfect for pets! Enjoy a fully equipped kitchen, gas fireplace, washer/dryer, and BBQ grill. Minutes from the ice rink, restaurants, Aldeen Golf Club, and shopping. Close to: Walking distance to Starlight Theater, Hard Rock Casino (4.7 mi), Sportscore 2 (3.1 mi), Sportscore 1 (6.5 mi), UW Health Sports Factory (7.4 mi), IRONMAN 70.3 Rockford (5.5 mi), and Byron Nuclear Station (27 mi). Ideal for relaxation or adventure!

Top Guest favourite
A spacious family room is illuminated by natural light from large windows. Comfortable seating includes a sectional couch and armchair, while a coffee table sits atop a decorative area rug. A large flat-screen TV is mounted on the wall, and access to the private deck is visible.
Apartment in Rockford
4.99 out of 5 average rating, 100 reviews

Charming Ranch-Style Apartment. Modern Amenities

Welcome to your perfect home away from home, the Gem of Sandra Lane. Whether you're here for a family vacation or a business trip, this apartment has everything you need to feel at ease. Relax in the large family room or private deck and sleep tight on the king-sized bed in the master bedroom. This apartment also features a beautiful kitchen with brand new Kitchen-Aid appliances. It also offers easy access to all of Rockford's top attractions, dining, and shopping.

Top Guest favourite
The exterior of the bungalow features a welcoming, brick facade with a sloped roof and a prominent front porch. Large windows allow natural light inside, while colorful flowers in the front garden add charm to the entrance.
Bungalow in Rockford
4.96 out of 5 average rating, 471 reviews

Arts and Crafts Bungalow with Outdoor Space

We welcome you to a centrally located two-bedroom Arts & Crafts Bungalow. Ideally situated near sports venues, shopping, museums, and restaurants, the house is a perfect place for families, professionals, and couples. We have free on street parking in front of the home, We are 10 minutes away from the UW Sports Factory, Anderson Japanese Gardens, and Nicholas Conservatory. We are 20 minutes away from Anna Page Park and Rock Cut State Park.

Guest favourite
A cozy living area is furnished with a spacious bed and a sleek desk next to a decorative chair. A modern light fixture hangs from the ceiling, illuminating the space. A small kitchenette with a refrigerator and microwave is visible, along with a doorway leading to a bathroom.
Guesthouse in Rockford
4.79 out of 5 average rating, 29 reviews

1 Cozy and peaceful place

Kick back and relax in this calm, stylish space. Perfect place to relax after work. This is a guest small duplex house semi-attached to the main home. We are located near the Lowes Distribution Center, the Chicago-Rockford International Airport, about 20-minute drive to the Byron Plant, and about 6-to-8-minute drive to downtown Rockford, Discovery Center, Coronado Theatre, BMO Center, and about 12 minutes away from Swedish American Hospital.

Top Guest favourite
The entrance to Shelby's cottage features a warm wooden door framed by decorative wreaths. A sign reading 'Shelby’s Garden' is mounted on the wall, accompanied by greenery and a light fixture. Holiday lights add a festive touch to the exterior.
Guesthouse in Rockford
4.96 out of 5 average rating, 46 reviews

Shelby’s garden cottage.

Shelby’s cottage has been part of Bluffs on the bend farm for over 65 years. It has undergone a complete overhaul and update with all the modern conveniences while retaining a country cottage charm. It is the perfect getaway for a couple. The location is next to the historic ( originated in 1924 ) Kilbuck Bluffs Forest Preserve. While being nestled in the country it is centrally located to restaurants , bars and shopping.

Top Guest favourite
A modern living area features two comfortable sofas, accompanied by a glass coffee table. A striking piece of wall art provides vibrant color, while the warm wood flooring adds texture. Soft lighting is provided by a lamp next to the seating area, with a window allowing natural light.
Loft in Rockford
4.94 out of 5 average rating, 416 reviews

510 Studios Loft East

Beautiful, newly updated one bedroom loft apartment in busy downtown area. Just steps to restaurants, shopping and entertainment. Gorgeous decor, new furnishings with couch, love seat, dining table and extra comfy king size bed. Bathroom is completely remodeled. Very fun and artsy style, full size kitchen, large outdoor deck, cable TV, Neflix and more! Great place to stay for business and for pleasure in the heart of Rockford.

Top Guest favourite
The Spanish-style villa is framed by lush greenery and a landscaped garden featuring stone pathways. Distinctive red windows and subtle lighting enhance the exterior's charm. The upper level is visible, showcasing a unique architectural design that complements the overall aesthetic.
Home in Rockford
4.99 out of 5 average rating, 338 reviews

Hidden Gem Spanish Style Villa

Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Guest favourite
An inviting living area features a deep blue sofa and two gray armchairs arranged on a patterned rug. A low coffee table sits in front, while a large TV is mounted on the exposed brick wall. Natural light flows through the skylight above.
Loft in Rockford
4.94 out of 5 average rating, 166 reviews

Franklin's Urban Retreat in the heart of downtown

Live the urban city life in this centrally located loft designed with tons of local art and custom built furnishings. Our loft of is an open floor plan with tall exposed ceilings and brick. Have fun playing our full size retro Arcade and slot machine. And when ready to sleep, you are gonna LOVE the Saatva mattress. Located right in the middle of all the downtown action surrounded by the best restaurants and activities.

Popular amenities for New Milford holiday rentals