Family-friendly holiday rentals in Trinidad

Sagebrush Hidaway

Private Entrance, 312 sq ft Studio, Open bedrooms, Hall, Private Bath, 2 beds: Queen Bed & Sofa Bed-Double; Table w/4 chairs, Couch, Office Desk & Chair; TV-Netflix, Microwave, WiFi, Coffeemaker, Kettle, Frig, Fire place/Heater, AC. Studio and w/green Room is located 5 miles north east of Trinidad in RURAL farm setting. Relaxing, Walks, Biking, Views, and Quick Easy Drive to Town. Outdoor Areas + Covered Outdoor Room; Smoker/420 friendly. FYI: My Dog Live on Property, But Not in Guest’s Areas.

Indoor spaces · Kitchen · Biking

Kit Carson Bungalow - Pet Friendly!

Kick back and relax in our peaceful and stylish bungalow! Professionally cleaned before every guest arrives and directly across the street from the beautiful Kit Carson Park, you'll find our completely remodeled bungalow ready for you to unwind after a day of hiking, biking, skiing/snowboarding, shopping, and exploring beautiful Trinidad. Wake to your choice of coffees/teas after a restful night's sleep and relax in the comfy living room or catch a beautiful sunrise from our outdoor pergola.

Indoor spaces · Family · Sleep quality

Luxury Funky Fun 420, Walk Downtown wAC–Pets free!

Have some fun! Come stay on the wild side, and bring your sense of humor, with endless hot water in our luxury oversized soaker tub and double shower! 420 friendly inside and out! Wake to your choice of coffees and teas after a restful sleep with high quality bedding and blackout curtains. 5-10min walk to downtown Freshly remodeled with original charm Well equipped kitchen/laundry Dog friendly On-site parking Near Fishers Peak & Trinidad Lake State Parks Funky 420 says Pick Me Pick Me!! :)

Kitchen · Indoor spaces · Getting around

New! Tiny Home #2! w/ MT View.

Enjoy the lovely cozy setting of this romantic spot with a great view of nature. These are very private spots located in a very quiet and safe neighborhood with two tiny homes on location with their own fenced in yards. Great view of Fishers peak, just a couple of miles away from Fishers Peak State Park and a couple of miles away from Trinidad Lake State Park. Location is just south of Trinidad and is about 1.5 miles South of Walmart. The Tiny Homes are brand new and very clean. Great getaway!

Indoor spaces · Kitchen · Outdoor spaces

The O'Neill's Apartment 3 - 2 bedroom

Located two blocks from Trinidad's historic district, this spacious two bedroom apartment occupies the entire second floor of this charming two-story home. There are stunning views front and rear of Fishers Peak, Simpson's Rest, and the bluffs that surround the area. There is also a cd player, turntable, and a sweet collection of CD's and Vinyl. Sit back, relax, and enjoy this cool, peaceful and stylish pad. This is also a great apartment to work out of with internet speeds between 500-600.

Kitchen · Family · Walkability

The Orchard Garden Cottage

Experience the charm of La Veta, Colorado, at The Orchard Garden Cottage. Nestled between two historic brownstone buildings, this cozy space offers a large semi-private outdoor garden for guests to enjoy. Just steps from Main Street, you’ll find quaint shops, unique restaurants, and all that La Veta has to offer. The cottage and garden are surrounded by art galleries and sit across from the town park, home to seasonal festivals and community events. Pets Welcome! / No cleaning fees. LV#24-107

Indoor spaces · Family · Quiet

Charmer on 2nd - Beautiful home 2 blocks from Main

This charming home is just a short walk to everything! It is 2 blocks off of Main Street in the original townsite, on the original brick streets, a stone’s throw from restaurants, shopping, & galleries. This spacious 2 bedroom, 2 bathroom home sleeps 6. You will have the entire house to yourself. It is recently renovated and beautifully decorated with everything you need. Well behaved, house trained dogs are welcome! The inside of the home is non-smoking but you are welcome to smoke outside.

Kitchen · Indoor spaces · Nearby

Beautiful Chicosa Canyon

Take it easy at this unique and tranquil getaway. This beautiful and historic getaway is only 15 miles from downtown Trinidad. Nestled in the heart of Chicosa Canyon is filled with wildlife and has many interesting rock formations and stone carvings. Go exploring this 65 acre property that is filled with natural wonders. Also a great place to see ufo's/ uap's in the star filled sky. We are close to the area that was featured on Beyond Skinwalker Ranch three times. Horse hotel now open too.

Indoor spaces · Family · Outdoor spaces

Bear Haus -420/Pet Friendly! No Cleaning Fee!

Welcome to Bear Haus, a new twist on an old fave! Located a few blocks from Main Street and within walking distance of local shops and dispensaries, this historic downtown duplex has been thoroughly updated for the ultimate comfortable stay, your way. We're all about bears, games, and Legos and all are featured prominently throughout. At Bear Haus, we invite you to embrace the wild, savor the comforts, and create memories that roar with authenticity. 420 friendly, pet friends welcome

Indoor spaces · Kitchen · Pets

Daisy

Stay in Daisy or Lucy next door, they are restored 1924 bungalows that shares a life story. Located off one ofTrinidad’s finest neighborhoods off historic Colorado Avenue, it is near the restaurants and downtown. 2 bedrooms, one with a Queen bed and the other with 2 twins. Full bath with claw foot tub. Comfy living room flows through to the Modern kitchen. High speed internet, Smart TV with streaming apps. Back porch, small unfenced yard and ample street parking. Cozy and welcoming.

Kitchen · Indoor spaces · Hospitality

In Town Quiet Urban Farmhouse

Our quaint urban farmhouse was built in 1890 and is a tri-plex. Your home will be all yours and includes a 3/4 bath, bedroom, kitchen and living room with laptop friendly workspace. Outside, it offers a covered front porch (with porch swing) and terrace with grill in the back. There are incredible views of Fisher's Peak and Trinidad both inside and out. Walk to restaurants, concerts, baseball games, trails and much more! Also features a new gel mattress and My Pillow pillows.

Kitchen · Family · Getting around

Remodeled 1890 Home | Fenced Yard | Pets Welcome

Beautifully remodeled 1890 home with exposed brick and rich wood details that create a warm, inviting atmosphere. Enjoy the large, fully fenced yard under mature shade trees—perfect for relaxing or letting your pet roam. Just 1/2 mile to shops, dining, and entertainment. Set in an older, working-class area where nearby properties reflect varying levels of upkeep. Tucked at the end of a wide, quiet dead-end street with no neighbors to the left or behind, offering added privacy.

Family · Kitchen · Getting around