Holiday houses in Trinidad

4.87 out of 5 average rating, 814 reviews

Guest suite 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 Dogs Live on Property, But Not in Guest’s Areas.

5 out of 5 average rating, 213 reviews

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!! :)

4.98 out of 5 average rating, 377 reviews

Cabin in Trinidad

Fisher's Peak Retreat Peace and Quiet Nature

18+ only. Unique, private, and artsy adventure for those who are looking for quiet solitude. Our rustic cabin has beautiful stain glass through-out as well as many other unique touches! Enjoy yourself on hiking trails on our private property, a nap in the hammock, or a quick drive into town for some shopping or dining in Trinidad's quaint stores and restaurants. YES, we are 420 friendly in designated areas. (And you'll love those designated areas!) Please read our entire listing, thank you!!

4.97 out of 5 average rating, 418 reviews

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.

4.94 out of 5 average rating, 332 reviews

Hidden Gem!~Gated Parking~Large Fenced Yard~A/C

Built in 1890, this home will envelope you in a restorative vacation vibe from the moment you walk in. From the exposed brick to the wood details, this home's natural vibe will soothe your soul. Featuring a kitchen with modern appliances, 50” smart TVs, wood stove, comfortable furnishings and thoughtful touches throughout. Relax under the tree in the large fenced yard! Located on a dead-end street in a transitional neighborhood and only a 1/2 mile to the shops, dining and entertainment!

4.9 out of 5 average rating, 105 reviews

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

4.97 out of 5 average rating, 155 reviews

Charming & Cozy Craftsman: AC/Heat + Pets Free!

Professionally cleaned before every guest arrives, you’ll fall in love with our 1920’s Craftsman, a cozy and peaceful spot to unwind after a day of hiking, biking, shopping, or exploring. Wake to your choice of coffees and teas after a restful night's sleep and relax in the comfy living room or our three season front porch. Close to downtown and local eateries Near Fishers Peak and Trinidad Lake State Parks Well equipped kitchen & laundry Dog friendly! Parking space for your UHaul

4.93 out of 5 average rating, 227 reviews

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.

4.89 out of 5 average rating, 128 reviews

303 Boutique Retreat

Welcome to comfortable luxury! This beautiful, 3rd floor apartment offers the most amazing views in Trinidad and is literally just steps away from the best food, shops and nightlife the town has to offer! Featuring all the modern amenities in what was a historical hotel, this apartment has it all. It’s the perfect space for relaxing after exploring the stunning architecture, outdoor activities and charm that is Trinidad, Colorado. (Not suitable for children under 12.)

4.97 out of 5 average rating, 398 reviews

Guest suite in Trinidad

Spacious Quiet Guest Suite with private porch

Private apartment with covered porch - walking distance to downtown. Remodeled 1940's apothecary/doctor's office with lots of charm. View Simpson's Rest from the private porch. Spacious bedroom with large closet and sitting area. Modern full kitchen with counter for dining and sound system for Bluetooth devices. We do not use the front porch or the front door, ensuring your privacy.

Superhost

4.77 out of 5 average rating, 571 reviews

Spectacular loft near river and train depo.#4

Beautiful one bedroom loft apartment located half a block to the Purgatory river walk, farmers market, Cimino park and all the main street shops and restaurants. Couch is not a hideaway bed. There is a steep set of stairs to climb, to get to your loft. All guest and pets must be on reservations. NO CATS!! All Dogs must be approved. Puppies must be kept in a crate.

4.93 out of 5 average rating, 283 reviews

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.

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Popular amenities for Trinidad holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Trinidad

4.91 out of 5 average rating, 117 reviews

420 Friendly Charming 3 Bedroom, Walk To Downtown

TimRating, 5 stars3 weeks ago

Super cool place to stay, has all amenities in home as listed. The house looks just like the pictures in listing. Nice wrap around porch too. Our host Melinda was super quick to respond to any questions we had. Check-in is super easy. There's a lot to do around the home and there is a park one block away. We will definitely be back again.

4.5 out of 5 average rating, 4 reviews

Sunset Perch

ZackRating, 5 stars1 month ago

We had a great experience! Really easy to get there and get in! No complaints at all

5 out of 5 average rating, 42 reviews

Barn in Trinidad

Red's Rustic Getaway

KennyRating, 5 stars1 month ago

Extremely responsive host and super quiet setting. Very convenient place to access and be able to park with trailers if you’re bringing ATV’s/SXS’s to the area. If you’re particular about cleanliness, this one is for you!

Dome in Aguilar

5 out of 5 average rating, 4 reviews

The Mirror Dome

AylaRating, 5 stars1 week ago

From start to finish, this experience was perfect! Austin went above and beyond: he gave us clear directions, had consistent and great communication, and welcomed us into his home where he made us feel at home and made us a fantastic breakfast with a side of warm and friendly chats. The dome was adorable and after driving across the country on a road trip, it was the perfect stop for us. He accommodated us in every way and the scenery was beautiful. Highly recommend this stay if you’re in Colorado!

4.97 out of 5 average rating, 72 reviews

Daisy

BrianRating, 5 stars1 month ago

Daisy was a quaint little place, with plenty of room for 2 - 4 people. It had nice decor and with the frosted lower windows, plenty of privacy from neighbors but allowed excellent sunlight in!! It was a quick drive to downtown to see the local restaurants and shops!! I highly recommend 1 of Janice's bungalows Daisy or Lucy!

Superhost

4.83 out of 5 average rating, 12 reviews

Funky Southwestern Desert Inn

JannaRating, 5 stars3 days ago

Brian’s house is super cozy and we felt very comfortable there. The decor is really cute as well. Oh and the office is amazing, extra monitor and all. Very clean and host was very responsive. Close to downtown.

4.82 out of 5 average rating, 22 reviews

Cabin in Weston

Cozy Horny Toad Log Cabin

AprilRating, 5 stars8 months ago

What a wonderful weekend thanks to a great place and a great host. As a part of the Grateful Living Lodge, the cabin was very thoughtfully furnished, and nothing beats very nice towels and linens to make you feel pampered. We were welcomed and shown around the cabin, including all of the quirks of cabin living. Our host adjusted our cabin without us even asking so that it better accommodated my family. It was just the break from the hustle and bustle of life that we needed!