Vacation rentals in New Milford

A stately three-story brick home is displayed, showcasing a spacious patio area with a mixture of shaded and sunny spots. Lush green grass surrounds the property, with well-maintained landscaping complementing the structure. Large windows provide ample natural light, highlighting the inviting outdoor space.

4.95 out of 5 average rating, 116 reviews

Historical Riverfront Mansion: Serenity+Location

This house was built in 1916 and has recently been beautifully renovated. This property was once considered one of Rockford's Mansions because of its large accommodating 3 story size. Come enter the tranquility that this property provides from its riverside views to its endless entertainment possibilities. The moment you drive through the gates and down the tree lined driveway; you know that you have been transferred to a private retreat where you can relax from the city. Inquire for 10+ guests.

A golf simulator room is equipped with a large screen displaying a scenic golf course. A golf bag and clubs are positioned nearby on a green carpet, with practice balls scattered in front of the tee area. Dark curtains frame the windows, and walls feature decorative artwork.

4.98 out of 5 average rating, 106 reviews

Golf Simulator • Hot Tub • Arcade • Massage Room

Welcome to the Golfer's Retreat & Arcade, where relaxation & excitement await! Indulge in a few rounds on our golf simulator, perfect for honing your skills or simply enjoying a friendly competition. Then, treat yourself to some well-deserved rest & rejuvenation in our massage chairs, melting away the stress of the day. Immerse yourself in the free-play arcade, where endless entertainment awaits. Get ready for an unforgettable experience for the whole family. Pet fee $50/night per dog-max 2 dogs

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.

4.92 out of 5 average rating, 112 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+!

4.93 out of 5 average rating, 121 reviews

The exterior of a charming Barndominium is showcased, featuring a neutral color palette with a metal roof. The building displays large windows and a large garage door. Flower planters line the entrance, and well-maintained grass surrounds the structure, enhancing the rural ambiance.

Barn in Clare

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

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.

5.0 out of 5 average rating, 155 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.

Apartment in Cherry Valley

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.

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.

4.97 out of 5 average rating, 487 reviews

Superhost

A warm living area showcases rich wooden accents, featuring a cozy leather sofa and a classic armchair. A coffee table sits at the center with a decorative item. A fireplace is highlighted with a framed art piece above, surrounded by natural light from multiple windows.

4.91 out of 5 average rating, 127 reviews

beautifully restored bungalow | 2 queen beds

Our meticulously restored bungalow blends historic charm with modern comfort. If you love the character of older urban neighborhoods, you'll feel right at home here. If you prefer a newer suburban setting, our home may not be the best fit. Enjoy a cup of pour-over coffee, then curl up with a good book from our curated library. This gem features: • Fenced yard • Modern kitchen • Tranquil bedrooms • Pour-over coffee supplies • Luxurious bathroom • Cozy, thoughtfully designed interiors

4.96 out of 5 average rating, 114 reviews

Mid-Term Ready | 4BR Home, Fast WiFi, Pet-Friendly

Looking for a far away vacation? Or how about a home right next to home? Welcome to our Rockford AirBnB! Even Chicago is within reach when you stay- busses route between Rockford and Chicago every few hours. Shop at Cherry Valley Mall, explore and dream with the koi at Anderson’s Japanese Gardens, get water thrills at Hurricane Harbor Rockford, or even take a nature expedition at Rock Cut State Park! All within 10 miles or less! “Book instantly now and guarantee your stay!!

4.92 out of 5 average rating, 639 reviews

The exterior of a two-story brick building is depicted, adorned with climbing ivy and surrounded by lush greenery. The entrance features a central doorway framed by windows, with a welcoming pathway leading from the sidewalk to the door.

Apartment in Rockford

Upscale Urban Retreat 1 bedroom, ground Floor

Charming and beautiful ground floor; wood floors and original woodwork. Secure keypad entry. Owner on adjoining premises. Minutes to Indoor Sports Factory, downtown nightlife, restaurants, shops, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory and Sinnissippi Gardens.. 5 blocks to river and rec path. Centrally located quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. High speed internet.

The front of a cape cod style home is shown, featuring a welcoming porch with white railings and hanging flower baskets. The house is surrounded by well-maintained green grass and lush shrubs, with two gabled dormers on the roof adding character.

4.98 out of 5 average rating, 245 reviews

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, downtown Rockford, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

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.

4.99 out of 5 average rating, 347 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.

A warm living area is showcased with a large bookshelf filled with a variety of books. Comfortable seating, including two armchairs and a sofa, surrounds a decorative area rug. A cozy fireplace is centered beneath a wall-mounted television, while a Christmas tree adds a festive touch near the window.