Pet-friendly holiday rentals in Carroll County

Grandma’s Garden Cottage: Owings Mills, Dogs OK

Welcome to Grandma’s House, a nostalgic storybook home in Owings Mills. Restorative and cozy, we’re ideal for travelers with pups, sports families, and those seeking access to world-class medical care. Enjoy a fenced side yard and nightly deer sightings across our 1/2acre lot. Features a 'Primary on Main' for easy accessibility and a private upstairs guest space. Fully stocked kitchen, fast Wi-Fi, and heritage charm 30 mins from Baltimore. Wegmans & Ravens training nearby. Permit: RHR-2026-00248

The Quilted Cozy Guesthouse

Welcome to the Quilted Cozy, a private 2 BR/1Bath guesthouse located in a peaceful, country setting 30 minutes from Gettysburg, PA, Frederick and Westminster, MD. Ideal for cyclists with numerous deserted country roads to explore as well as for remote workers with business internet service. This unit includes a fully functioning kitchen, shared laundry access, and a recently renovated serene sunporch, as well as an outdoor patio space with fire pit. Pet friendly, fenced in yard access available.

The Ivy Loft in Westminster

The Ivy Loft is a beautiful, serene one bedroom loft with private garage entrance. This modern suite is nestled within Westminster, a town rich in history. It is minutes from shopping, historic landmarks, Baugher's PYO farm and orchards and just miles from America's 9th ranked winery. Amenities include a full kitchen, smart tv, WiFi and in-unit laundry. Perfect for R&R, we have included life's little pleasures such as a Nespresso machine, towel warmer and mini library to enhance your stay.

Westy House

Old world charm with modern upgrades found in this Victorian in vibrant downtown Westminster. The house is cozy yet has large rooms with high ceilings and three outside porches. Vintage windows and 1800 era woodwork complete the experience. The fully stocked kitchen has a breakfast bar and a secret staircase to upstairs. Less than a 5-minute stroll to fabulous restaurants and two parks with Tennis and Pickleball. Baltimore (36m), Gettysburg (23m), or Frederick (29 miles away) Come and Enjoy!

Triple F Farm. A Country Retreat

A Unique Farm Venue. 35 miles to Baltimore & 52 miles to DC. Perfect for a weekend getaway. Many nearby wineries, hiking, historic towns, local festivals, and Gettysburg . Minutes to multiple wedding venues. Explore or just relax by the pond, the barn side fire pit, and sip wine in the converted historic barn/stables. Unwind the day away in a hammock under a tree covered canopy reading your favorite book. Walk the properties farm trails to a perfect Sunset over looking the countryside

Old Hanover Garden Haven

🌾 Welcome to the Garden Haven! Tucked away along a scenic country road, this 3-bedroom home is your gateway to fresh air, garden strolls, and countryside views. Whether you're sipping coffee under the maple tree or tending tomatoes in our guest-friendly garden, tranquility is built in. Inside? the comforts of home—with fresher air and fewer distractions. Outside? Nature’s doing her best work. Book your escape and dig into garden life at its finest! 🪴 Let the breeze be your soundtrack.

Historic Log Cabin built in 1850

It's rare to find a place that's both historic and one of a kind. This log cabin sits in the country on 5 acres of beautiful land with 2.5 fenced area. Central to Gettysburg, Baltimore, and Washington, DC. It's rustic with all the benefits of upscale modern appliances and amenities, including a super automatic espresso coffee machine, down pillows and bedding, memory foam mattresses, dishwasher, and a washer and dryer. With every visit you will be welcomed with a free bottle of wine.

The Cranberry House

The Cranberry House Welcome to this cozy mid-century modern home located in the heart of Westminster. A home that gives you tree house vibes. A hair and make -up boutique is located on site! The perfect space for wedding preparation. Outside stylists allowed access if accompanying guests. Enjoy cooking, dining, and lounging in the theatre room-or relax by the softly lit outside patio. This dog friendly home comes with an electric fence. Owners provide collars upon request.

Rest and Recharge Retreat

We have a new tent for 2026! We have also added a sauna to our retreat. Rest and recharge at this beautifully landscaped glamping retreat. Enjoy quiet moments of zen in the meditation garden, awake to the birds and butterflies, float the afternoon away in the pool or enjoy stargazing in the hot tub at night. We are set up for a quiet retreat for 2 people. Additional guests must be approved in advance. No parties!

Lovely Sykesville home w/ a 5 min walk to Main St

We are located about a 5-minute walk from Downtown Sykesville. Main Street is host to restaurants, shopping, craft cocktails, and amazing hiking/mountain biking trails. This is a perfect home for a weekend getaway, a wedding in the area, or as a business traveler. The entire house can sleep 4 comfortably and is a perfect alternative to staying in a hotel in Owings Mills, Westminster, or Turf Valley.

Peaceful Deck, Game Room Near DC, Gettysburg

- Welcome to the Gathering place with nature views, ideal for families or group getaways - Enjoy deer sightings and sunlit meals in the bright dining room - Game-filled basement offers hours of fun for all ages - Quiet cul-de-sac, easy drive to DC, Baltimore, and Gettysburg - Book now and make lasting memories at The Gathering Place A home designed for meaningful connection and peaceful rest.

Charlie's Country Cottage at Destiny Farm

Relax with the whole family at this peaceful place to stay. Family Reunions, Wedding guests, Friend Reunion are Welcome. Handicapped Accessible!!! Located on our family homestead of 40 acres. Enjoy the relaxing surroundings of the farm .The farm is home Rescue Horses, Miniature Goats, Chickens and Ducks and even The Three Amigo's (aka Peacocks) With a fire pit, grill and outdoor space.