Holiday rentals with outdoor seating 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.

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!! :)

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.

A Hidden Gem @ Casa Del Sol with Mountain Views

Spacious private guest suite with private entrance. Large bathroom with jetted tub. Large bedroom with sitting area including pull out couch mini-fridge, microwave, coffee maker & toaster oven. Private outdoor area to enjoy the stars & the breathtaking views of the Spanish Peaks mountain range & wild horses running through the property. Conveniently off highway 160 and the perfect get away to the Sand Dunes, Lathrop state park, fishing, golfing, hiking, skiing, snowboarding & pet friendly.

Remodeled & Restful near Simpson's Rest & Downtown

Enjoy a newly remodeled 1940s spacious 2 bedroom, 1 bathroom home with a semi private loft with pullout sleeper sofa. Located in a quiet historic neighborhood 1 mile from downtown. Private fenced back yard with covered patio and grill with plenty of relaxed seating. A spacious modern kitchen has brand new appliances, all utensils, cookware, and spices needed to prepare meals in the comfort of the home. Comfy beds and a great view of Simpson's rest will make for a relaxed and restful stay.

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

Spanish Peaks Guesthouse

An easy escape to the beauty of unspoiled Colorado! Located just adjacent to our home on 200 acres, our guesthouse is a remodeled 3 bed/2 bath home with full kitchen and beautiful views of the Spanish Peaks (Wahatoya) from the deck. We are located just 7 miles off I-25 Walsenburg exit 49 with plenty of privacy and room to slow down and relax! We welcome guests of all backgrounds and your well behaved canine friends too. (Please message us details & number of pets for prior approval.)

Hidden Gem! A/C | Gated Parking | Fenced Yard

Beautifully remodeled 1890 home with exposed brick and rich wood details that create a warm, inviting atmosphere. Enjoy the spacious fenced yard under a large shade tree—perfect for relaxing or letting your pet roam. Just 1/2 mile to shops, dining, and entertainment. Located in a simple, working-class neighborhood that may feel different from more polished areas, but guests appreciate the clean, comfortable interior and convenient location.

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.

The Hummingbird Hangout at Stonewall

Retreat from the city in the magical small mountain village of Stonewall. Monument Lake (<10 min), North Lake (<15 min), Bear Lake, Blue Lake, and Trinidad Lake State Park are all a short distance from the cabin. Enjoy fishing, hiking, and hunting in the comforts of home. The cabin can accommodate up to 10 guests, has wifi, a full kitchen, and an outdoor entertainment space with views of the Sangre de Cristo Mountains.

Charming Train Depot built in 1890

Enjoy a piece of railroad history! This train depot, built in 1890 was once located in Maxwell, New Mexico. This piece of history is beautifully refinished and is located in the country club addition of Raton. The nostalgic kitchen has the original writing on the walls, as the passengers went through and signed their names. The signatures are now kept behind plexiglass to preserve the handwriting.

Southern Comfort

This home is located in a quite neighborhood and only minutes away from museums, shops, art galleries, restaurants, medical/recreational dispensaries as well as many outdoor activities such as hiking, fishing, biking, and boating. Licensed childcare is available upon request. Please check with host during reservation process for requirements.