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 · Family · Wi-Fi

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.

Family · Kitchen · Wi-Fi

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!! :)

Family · Indoor spaces · Parks

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.

Indoor spaces · Family · Location

Brand New!Tiny home #1 ! Mountainous view! Quiet!

Enjoy the lovely, cozy setting of this romantic spot in nature. This is a very private spot 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 & a couple of miles away from Trinidad Lake State Park. Location is just south of Trinidad & is about 1.5 miles South of Walmart. The Tiny Homes are brand new and very clean. Perfect for a couple getaway.

Indoor spaces · Family · 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 · Kitchen · Quiet

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

Kitchen · Family · Air conditioning

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 · Solo travel

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.

Indoor spaces · Family · Laundry

The 1st Street Cottage

The 1st Street Cottage in Downtown Trinidad is perfect for you to unwind and enjoy the music, art, and sights of Trinidad. This 1950s home was recently renovated with a new kitchen and bath, spacious living area, relaxing outdoor space and decorated with an art-deco and mid-century flair. No need to drive a car once you are here! Our cottage is directly behind Space to Create Trinidad and within walking distance to city parks, the river, galleries, eateries, and museums.

Indoor spaces · Family · Check-in

Unit #6 Upstairs Unit 2 Bedrooms 1 Bath

This cute second level apartment is the perfect spot for you to relax. It has been fully Renovated with all brand new features. Wake up to the view of Fisher’s Peak every morning and enjoy a fresh cup of coffee. 2 Queen Beds with all brand new Linens and Pillows. Flat screen tv with surround sound. Close to the golf course, grocery stores, shopping, and restaurants. This unit has stairs to get to the unit It’s unit#6 This is non Smoking Unit. No pets allowed

Family · Indoor spaces · Walkability

Quiet, Peaceful Cabin w/Fisher's Peak Views

Wake up to stunning sunrises over Fisher’s Peak at this peaceful cabin just outside Trinidad, Colorado. Enjoy coffee on the deck, quiet mornings, wildlife, and incredibly dark skies where the Milky Way is often visible. A cozy retreat for couples and nature lovers. We live close by and respect guests’ space while being available if needed. Adults only (18+). GPS is unreliable—please send an email address for written directions.

Kitchen · Indoor spaces · Condition